Tag: M.W=150-200

Yang, Xu-Heng published the artcileCopper-catalyzed alkynylation/annulation cascades of N-allyl ynamides: regioselective access to medium-sized N-heterocycles, Recommanded Product: 7-Bromohept-1-yne, the publication is Organic Chemistry Frontiers (2021), 8(1), 18-24, database is CAplus.

A synthetic strategy based on sequential application of aza-Claisen rearrangement, C-H functionalization, C-N coupling and cyclization as key steps has been developed for the synthesis of various medium-sized N-heterocycles of pharmaceutical relevance. This efficient new method exhibits a broad scope and provides a highly efficient synthesis of N-heterocycles I [R¹ = (4-methylbenzene)sulfonyl, naphthalene-2-sulfonyl, thiophene-2-sulfonyl, etc.; R² = H, Me; R³ = C₆H₅, 4-ClC₆H₄, thien-2-yl, etc.; R⁴ = H, Me; X = (CH₂)_n; n = 0, 1, 2, 3] of different ring sizes (6-, 7-, and 8-membered rings) in moderate to good yields.

Organic Chemistry Frontiers published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H15NO, Recommanded Product: 7-Bromohept-1-yne.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gong, Jun published the artcileCircularly polarized luminescent 4,4′-bicarbazole scaffold for facile construction of chiroptical probes, Safety of 1-Bromooctane, the publication is Dyes and Pigments (2022), 109969, database is CAplus.

Small mols. with circularly polarized luminescence (CPL) are especially valuable in solution-based applications, like chiroptical probes for effective sensing. Such application was not well explored due in part to hard introduction of appropriate triggerable fluorophores. An easily post-modifiable CPL-active scaffold (4) is reported, and a feasible strategy to construct chiroptical probes for sensing hypochlorous acid is further proposed. Helically chiral 4 with a 4,4′-bicarbazole scaffold exhibits a large Stokes shift ≤142 nm and g_lum value of 0.9 × 10^-3. Through facile construction of phenothiazine moiety on 4, red-emitting compound 5 was obtained in high yield (85.3%), showing distinct optical and chiroptical responses towards hypochlorous acid with good liner relations and CPL sign blue-shifting of 120 nm in vitro. The probe is also applied to detect endogenous hypochlorous acid in living macrophages and can serve as a CPL sensor. Taking 5 as an application example, the authors envision that CPL-enabling scaffold 4 could find broad use in the design of more chiroptical probes.

Dyes and Pigments published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Safety of 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Mailig, Melrose published the artcileCatalytic Anti-Markovnikov Hydroallylation of Terminal and Functionalized Internal Alkynes: Synthesis of Skipped Dienes and Trisubstituted Alkenes, Name: 7-Bromohept-1-yne, the publication is Journal of the American Chemical Society (2017), 139(20), 6969-6977, database is CAplus and MEDLINE.

We have developed catalytic anti-Markovnikov hydroallylation of terminal and functionalized internal alkynes. In this article, we describe the development of the reaction, exploration of the substrate scope, and a study of the reaction mechanism. Synthesis of skipped dienes through the hydroallylation of terminal alkyl and aryl alkynes with simple allyl phosphates and 2-substituted allyl phosphates is described. The hydroallylation of functionalized internal alkynes leads to the formation of skipped dienes containing trisubstituted alkenes. We demonstrate that the hydroallylation of internal alkynes can be used in the regio- and diastereoselective synthesis of complex trisubstituted alkenes. A mechanism of the hydroallylation reaction is proposed, and exptl. evidence is provided for the key steps of the catalytic cycle. Stoichiometric experiments demonstrate an unexpected role of lithium alkoxide in the carbon-carbon bond-forming step of the reaction. A study of the hydrocupration of internal alkynes provides new insight into the structure, stability, and reactivity of alkenyl copper intermediates, as well as insight into the source of the regioselectivity in reactions of internal alkynes.

Journal of the American Chemical Society published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Name: 7-Bromohept-1-yne.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xiong, Wenjing published the artcileSynthesis and optoelectronic properties of a dinuclear iridium (III) complex containing a picolinic acid derivative by nonconjugated linkage with a D-A-D core, HPLC of Formula: 111-83-1, the publication is Journal of Organometallic Chemistry (2022), 122202, database is CAplus.

A novel dinuclear iridium (III) complex containing a non-conjugated bridging picolinic acid ligand of (C₈TPAPhOC₂FIrpic)₂BT with a D-A-D core was synthesized and characterized, in which the D-A-D core consists of benzo[c][1,2,5]thiadiazole (BT) and triphenylamino (TPA) units. Its optophys., electrochem. and electroluminescent characteristics were primarily studied. It is found this dinuclear iridium (III) complex exhibited similar photoluminescent and electroluminescent profiles, but higher brightness and efficiency in compared with the picolinic acid ligand in the single-emissive-layer organic light-emitting devices. The maximum luminance of 7404 cd/m² and current efficiency of 0.81 cd/A was obtained in the (C₈TPAPhOC₂FIrpic)₂BT-based devices. The efficient energy transfer is observed from the terminal iridium complex unit to the picolinic acid ligand. This work demonstrates that the picolinic acid ligand with a D-A-D core can facilitate dinuclear iridium (III) complex to exhibit the ancillary ligand-based red emission.

Journal of Organometallic Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C4H3Cl2N3, HPLC of Formula: 111-83-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xia, Tingting published the artcilePalladium-Catalyzed Cross-Coupling of Ethyl Bromodifluoroacetate with Aryl Bromides or Triflates and Cross-Coupling of Ethyl Bromofluoroacetate with Aryl Iodides, Application of Ethylbromofluoroacetate, the publication is Organic Letters (2017), 19(10), 2610-2613, database is CAplus and MEDLINE.

A palladium-catalyzed Negishi cross-coupling reaction of Et bromodifluoroacetate with aryl bromides or aryl triflates to construct C(sp²)-CF₂ bonds is described. The reaction was conducted under mild reaction conditions, and no preparation of organozinc reagents is required. This is the first report encompassing the conversion of aryl triflates into products containing C-CF₂ bonds. In addition, the construction of C(sp²)-CHF bonds was achieved under mild conditions via a cross-coupling of aryl iodides with Et bromofluoroacetate.

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6O3, Application of Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Pingyuan published the artcileSynthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators, Application In Synthesis of 401-55-8, the publication is Journal of Medicinal Chemistry (2020), 63(10), 5159-5184, database is CAplus and MEDLINE.

EPAC plays a central role in various biol. functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, the synthesis and biochem. evaluation of a series of non-cyclic nucleotide EPAC1 activators is reported. Several potent EPAC1 binders were identified, e.g., I, which promote EPAC1 GEF activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity towards EPAC over PKA and GPCRs. Moreover, four compounds exhibited improved selectivity towards activation of EPAC1 over EPAC2 in cells. Of these, I was found to robustly inhibit IL-6-activated STAT3 and subsequent induction of the pro-inflammatory VCAM1 cell adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacol. tools for elucidation of EPAC function as well as promising drug leads for the treatment of relevant human diseases.

Journal of Medicinal Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C19H15NO3, Application In Synthesis of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Lv, You published the artcileDiscovery of Novel 3,4-Dichloroisothiazole-Containing Coumarins as Fungicidal Leads, Quality Control of 401-55-8, the publication is Journal of Agricultural and Food Chemistry (2021), 69(14), 4253-4262, database is CAplus and MEDLINE.

Natural products are one of the resources for discovering novel fungicidal leads. As a natural fungicide, osthole was used as a coumarin-based lead compound for the development of novel fungicides. Here, a series of 3,4-dichloroisothiazole-containing 7-hydroxycoumarins were rationally designed, synthesized, and characterized by introducing a bioactive substructure, 3,4-dichloroisothiazole, into the coumarin skeleton. In vitro bioassay indicated that compound (I) displayed good activity against Rhizoctonia solani, Physalospora piricola, Sclerotinia sclerotiorum, and Botrytis cinerea. Its median effective concentration (EC₅₀) value against each of these fungi fell between 0.88 and 2.50μg/mL, which was much lower than that of osthole against the corresponding pathogen (between 7.38 and 74.59μg/mL). In vivo screening validated that (II) exhibited 100%, 60%, and 20% efficacy against R. solani at 200, 100, and 50μg/mL, resp. RNA sequence anal. implied that growth inhibition of R. solani by II might result from potential disruptions of fungal membrane formation and intracellular metabolism Furthermore, a field experiment with cucumber plants indicated that (III) showed 62.73% and 74.03% efficacy against Pseudoperonospora cubensis (Berk. & Curt.) Rostov. at rates of 12.5 g a.i./ha and 25 g a.i./ha, resp., which showed no significant difference between III and osthole at 30 g a.i./ha. Our studies suggested that III, I, and II might be used as fungicidal leads for further optimization.

Journal of Agricultural and Food Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Quality Control of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Cheng, Xinyi published the artcileOrganozinc pivalates for cobalt-catalyzed difluoroalkylarylation of alkenes, COA of Formula: C4H6BrFO2, the publication is Nature Communications (2021), 12(1), 4366, database is CAplus and MEDLINE.

A cobalt-catalyzed regioselective difluoroalkylarylation of both activated and unactivated alkenes with solid arylzinc pivalates and difluoroalkyl bromides through a cascade Csp₃-Csp₃/Csp₃-Csp₂ bond formation under mild reaction conditions. Indeed, a wide range of functional groups on difluoroalkyl bromides, olefins, 1,3-dienes as well as (hetero)arylzinc pivalates are well tolerated by the cobalt-catalyst, thus furnished three-component coupling products in good yields and with high regio- and diastereoselectivity. Kinetic experiments compared arylzinc pivalates and conventional arylzinc halides highlighted the unique reactivity of these organozinc pivalates. Mechanistic studies strongly supported that the reaction involved direct halogen atom abstraction via single electron transfer to difluoroalkyl bromides from the in-situ formed cobalt(I) species, thus realized a Co(I)/Co(II)/Co(III) catalytic cycle.

Nature Communications published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, COA of Formula: C4H6BrFO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xu, Zi-Yang published the artcilePhotocatalytic Chemodivergent Synthesis of α-gem-Dihalovinyl Ketones and Chromen-2-Ones from Monoalkynes, Formula: C7H11Br, the publication is Advanced Synthesis & Catalysis (2022), 364(15), 2666-2672, database is CAplus.

A general photocatalytic substrate-controlled chemodivergent strategy starting from monoalkynes with polyhalomethanes such as BrCCl₃ and CBr₄ was developed, enabling Kharasch-type addition/nucleophilic substitution cascade to selectively produce α-gem-dihalovinyl ketones and chromen-2-ones with moderate to good yields. Use of monoalkynes without addnl. nucleophilic sites furnished α-gem-dihalovinyl ketones through a Kharasch-type addition and intermol. allylic substitution cascade whereas the latter transformation of 2-ethynylphenols allowed the full breaking of carbon-halogen bonds of BrCX₃ to access functionalized chromen-2-ones. The late-stage application of these resulting α-gem-dihalovinyl ketones demonstrates the versatility of their derivatization.

Advanced Synthesis & Catalysis published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C8H8O3, Formula: C7H11Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

He, Guohang published the artcileFacile synthesis of poly(BODIPY)s via solid state polymerization and application in temperature sensor, Name: 1-Bromooctane, the publication is Polymer (2022), 124514, database is CAplus.

Several 3,5-dibromo substituted BODIPY (4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacene) derivatives were rationally designed and investigated as potential candidates to perform solid state polymerization (SSP). Compared with the traditional systems of thiophene and diacetylene families, which were successfully applied in SSP, SSP has been expanded to the BODIPY system in this article. In addition, crystallog. data of BODIPY derivative was derived to analyze the reasonable path of SSP, which could further explore the mechanism of SSP. Furthermore, the relationship between fluorescence intensity of BODIPY after SSP and temperature was established, which could apply this material in temperature fluorescence sensor with outstanding relative sensitivity (S_r) of 0.898% K^-1. Our work has been proved to pave the way to explore more conjugated systems by using SSP method and enrich SSP database systematically.

Polymer published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Name: 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary