Tag: 200-300

Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling was written by Andersen, Claire;Ferey, Vincent;Daumas, Marc;Bernardelli, Patrick;Guerinot, Amandine;Cossy, Janine. And the article was included in Organic Letters in 2019.Category: bromides-buliding-blocks This article mentions the following:

A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is general, chemoselective, and diastereoconvergent. The alkene resulting from the cross-coupling can be transformed to substituted cyclopropanes using a Simmons-Smith reaction. The formation of radical intermediates during the coupling is hypothesized. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Category: bromides-buliding-blocks).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular trans-Dicarbofunctionalization of Alkynes by a Formal anti-Carbopalladation/Stille Cascade was written by Milde, Bastian;Reding, Andreas;Geffers, Finn J.;Jones, Peter G.;Werz, Daniel B.. And the article was included in Chemistry – A European Journal in 2016.Synthetic Route of C7H5Br2F This article mentions the following:

An intramol. Pd-catalyzed trans-dicarbofunctionalization of internal alkynes using aryl bromides and aryl stannanes was presented. Tetrasubstituted double bonds embedded in an oligocyclic ring system were obtained in a regio- and diastereoselective fashion. The transformation featured a broad substrate scope and functional-group tolerance. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Synthetic Route of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Synthetic Route of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cyanine Borate Salts that Form Penetrated Ion Pairs in Benzene Solution: Synthesis, Properties, and Structure was written by Murphy, Sean;Yang, Xiquiang;Schuster, Gary B.. And the article was included in Journal of Organic Chemistry in 1995.Reference of 162258-89-1 This article mentions the following:

A series of cyanine borate salts were prepared and studied by laser spectroscopy, fluorescence spectroscopy, NMR spectral methods, and computer modeling. Anal. of the chem., phys., and spectral properties of these salts shows that, in benzene solution, they form penetrated ion pairs. The center-to-center distance between the ions is less than the sum of the individual ionic radii. We call such structures penetrated ion pairs. Penetration affects the properties of the cyanine dyes in unique ways that are described. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Reference of 162258-89-1).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Reference of 162258-89-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Semi-quantitative models for identifying potent and selective transthyretin amyloidogenesis inhibitors was written by Connelly, Stephen;Mortenson, David E.;Choi, Sungwook;Wilson, Ian A.;Powers, Evan T.;Kelly, Jeffery W.;Johnson, Steven M.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.SDS of cas: 108940-96-1 This article mentions the following:

Rate-limiting dissociation of the tetrameric protein transthyretin (TTR), followed by monomer misfolding and misassembly, appears to cause degenerative diseases in humans known as the transthyretin amyloidoses, based on human genetic, biochem. and pharmacol. evidence. Small mols. that bind to the generally unoccupied thyroxine binding pockets in the native TTR tetramer kinetically stabilize the tetramer, slowing subunit dissociation proportional to the extent that the mols. stabilize the native state over the dissociative transition state-thereby inhibiting amyloidogenesis. Herein, the authors use previously reported structure-activity relationship data to develop two semi-quant. algorithms for identifying the structures of potent and selective transthyretin kinetic stabilizers/amyloidogenesis inhibitors. The viability of these prediction algorithms, in particular the more robust in silico docking model, is perhaps best validated by the clin. success of tafamidis, the first-in-class drug approved in Europe, Japan, South America, and elsewhere for treating transthyretin aggregation-associated familial amyloid polyneuropathy. Tafamidis is also being evaluated in a fully-enrolled placebo-controlled clin. trial for its efficacy against TTR cardiomyopathy. These prediction algorithms will be useful for identifying second generation TTR kinetic stabilizers, should these be needed to ameliorate the central nervous system or ophthalmol. pathol. caused by TTR aggregation in organs not accessed by oral tafamidis administration. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1SDS of cas: 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.SDS of cas: 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

An iron(II)-based metalloradical system for intramolecular amination of C(sp²)-H and C(sp³)-H bonds: synthetic applications and mechanistic studies was written by Das, Sandip Kumar;Das, Subrata;Ghosh, Supratim;Roy, Satyajit;Pareek, Monika;Roy, Brindaban;Sunoj, Raghavan B.;Chattopadhyay, Buddhadeb. And the article was included in Chemical Science in 2022.Recommanded Product: Ethyl (2-bromophenyl)acetate This article mentions the following:

A catalytic system for intramol. C(sp²)-H and C(sp³)-H amination of substituted tetrazolopyridines was successfully developed. The amination reactions were developed using an iron-porphyrin based catalytic system. It was demonstrated that the same iron-porphyrin based catalytic system efficiently activates both the C(sp²)-H and C(sp³)-H bonds of the tetrazole as well as azide-featuring substrates with a high level of regioselectivity. The method exhibited an excellent functional group tolerance. The method afforded three different classes of high-value N-heterocyclic scaffolds. A number of important late-stage C-H aminations were performed to access important classes of mols. Detailed studies (exptl. and computational) showed that both the C(sp²)-H and C(sp³)-H amination reactions involve a metalloradical activation mechanism, which is different from the previously reported electro-cyclization mechanism. Collectively, this study reports the discovery of a new class of metalloradical activation modes using a base metal catalyst that should find wide application in the context of medicinal chem., drug discovery and industrial applications. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Recommanded Product: Ethyl (2-bromophenyl)acetate).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: Ethyl (2-bromophenyl)acetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lewis base-promoted carbon-carbon sp³-sp³ coupling reactions of α-silyl silylethers was written by Brekan, Jonathan A.;Chernyak, Dmitri;White, Kolby L.;Scheidt, Karl A.. And the article was included in Chemical Science in 2012.Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

A Lewis base-promoted addition of α-silyl silylethers to primary halides has been developed. This new carbon-carbon sp³-sp³ bond-forming process accesses an unconventional reactivity pattern (d¹ synthon) from easily accessible precursors. The strategy accommodates a variety of primary alkyl, allylic and benzylic electrophiles and α-silyl silylethers. These d¹ synthons have also been used in the synthesis of cross pinacol and benzil products. Mechanistic studies indicate significant intermol. silyl group exchange during the reaction. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Antagonists of the human adenosine A_2A receptor. Part 3: Design and synthesis of pyrazolo[3,4-d]pyrimidines, pyrrolo[2,3-d]pyrimidines and 6-arylpurines was written by Gillespie, Roger J.;Cliffe, Ian A.;Dawson, Claire E.;Dourish, Colin T.;Gaur, Suneel;Jordan, Allan M.;Knight, Antony R.;Lerpiniere, Joanne;Misra, Anil;Pratt, Robert M.;Roffey, Jonathan;Stratton, Gemma C.;Upton, Rebecca;Weiss, Scott M.;Williamson, Douglas S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.Recommanded Product: 3-(Bromomethyl)benzoic acid This article mentions the following:

A series of pyrazolo[3,4-d]pyrimidine, pyrrolo[2,3-d]pyrimidine and 6-arylpurine adenosine A_2A antagonists is described. Many examples were highly selective against the human A₁ receptor sub-type and were active in an in vivo model of Parkinson’s disease. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Recommanded Product: 3-(Bromomethyl)benzoic acid).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Recommanded Product: 3-(Bromomethyl)benzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A carbon-13 NMR investigation of [5]metacyclophanes was written by Jenneskens, L. W.;De Kanter, F. J. J.;De Wolf, W. H.;Bickelhaupt, F.. And the article was included in Magnetic Resonance in Chemistry in 1986.COA of Formula: C8H8Br2 This article mentions the following:

¹³C NMR data of [5]metacyclophane, its 8,11-dihalosubstituted derivatives and of some model compounds are reported and discussed. A remarkable downfield shift is observed for the aromatic carbon between the bridging carbons; this is tentatively ascribed to long-range effects of the bridge and to the bending of the aromatic ring. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2COA of Formula: C8H8Br2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.COA of Formula: C8H8Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The synthesis of oxa-analogs and homologs of naturally occurring polyamines was written by Lin, P. Kong Thoo;Kuksa, V. A.;Maguire, N. M.. And the article was included in Synthesis in 1998.Formula: C13H14BrNO2 This article mentions the following:

A number of polyamine oxa-analogs were synthesized. Spermidine oxa-analogs and homologs were made from N-(aminooxypropyl)phthalimide which was obtained either by deprotection of the corresponding Fmoc-protected compound or from the reaction between 3-Br(CH₂)₃NH₂ and N-hydroxyphthalimide, both reactions involving an unusual rearrangement mechanism. Sulfonated derivatives, upon Mitsunobu condensation with N-protected 3-HO(CH₂)₃NH₂ or N-alkylation with N-(bromoalkyl)phthalimides, afforded the fully protected spermidine and spermine oxa-analogs and homologs. Subsequent sequential deprotection gave spermidine analogs. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Formula: C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective semireduction of allenes was written by Chen, Zhiwei;Dong, Vy M.. And the article was included in Nature Communications in 2017.Electric Literature of C9H11BrO This article mentions the following:

Herein, Rh-catalyzed regio- and enantioselective semiredn. of allenes to generate chiral benzylic motifs is reported. Rh-hydride catalysis solves a synthetic challenge by affording the enantioselective reduction of allenes, thereby yielding access to motifs commonly used in medicinal chem. A designer Josiphos ligand promotes the generation of chiral benzylic isomers, when combined with a Hantzsch ester as the reductant. This semiredn. proceeds chemoselectively in the presence of other functional groups, which are typically reduced using conventional hydrogenations. Isotopic labeling studies support a mechanism where the hydride is delivered to the branched position of a Rh-allyl intermediate. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Electric Literature of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary