Tag: M.W=200-250

Cho, Kyoungil; Yoo, Jin; Noh, Hyeong-Wan; Lee, Sang Moon; Kim, Hae Jin; Ko, Yoon-Joo; Jang, Hye-Young; Son, Seung Uk published the artcile< Hollow structural effect of microporous organocatalytic polymers with pyrrolidines: dramatic enhancement of catalytic performance>, Computed Properties of 3893-18-3, the main research area is organocatalytic microporous organic polymer structure cinnamaldehyde nucleophile addition.

Hollow and microporous organic polymers bearing pyrrolidines (H-MOP-P) were prepared by template synthesis and post-synthetic modification. H-MOP-P showed enhanced organocatalytic performance, compared to nonhollow microporous catalysts.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Computed Properties of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Morack, Tobias; Mueck-Lichtenfeld, Christian; Gilmour, Ryan published the artcile< Bioinspired Radical Stetter Reaction: Radical Umpolung Enabled by Ion-Pair Photocatalysis>, Electric Literature of 3893-18-3, the main research area is bioinspired Stetter keto acid aldehyde radical umpolung photocatalysis; Stetter reaction; electrostatic interactions; ion pairs; radicals; umpolung.

A bioinspired, intermol. radical Stetter reaction of α-keto acids and aldehydes is disclosed that is contingent on a formal “”radical umpolung”” concept. Enabled by secondary amine activation, electrostatic recognition ensures that the α-ketocarboxylic acids, which function as latent acyl radicals, are proximal to the in situ generated iminium salts. This photoactive contact ion pair is an electron donor-acceptor (EDA) complex, and undergoes facile single electron transfer (SET) and rapid decarboxylation prior to radical-radical recombination. Importantly, decarbonylation is mitigated by this strategy. The initial computational validation on which the process is predicated matches closely with experiment Synergistic organo- and photocatalysis activation principles finally expands the mechanistic and synthetic scope of the classic Stetter reaction to include α,β-unsaturated aldehydes as acceptors.

Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mayuranathan, P. S. published the artcile< Thermal decomposition of mercuric o- and m-nitrobenzoate and 4-nitrophthalate>, Reference of 16426-64-5, the main research area is .

(o-O2NC6H4CO2)2Hg (18 g.) heated at 180° until evolution of CO2 ceased (4 hrs.) gave 16% (o-O2NC6H4)2Hg (I), a crystalline solid insoluble in organic solvents. I (4 g.) heated 1 hr. with 20 cc. 2M K perbromide or periodide, the resulting oils freed from halogen, and crystallized gave 1 g. o-BrC6H4NO2, m. 39°, or o-IC6H4NO2, m. 49°, resp. (m-O2NC6H4CO2)2Hg (II) did not decompose but gave anhydro-2-hydroxymercuri-3-nitrobenzoic acid (III). Thus, 10 g. II heated 6 hrs. at 190° gave III, soluble in warm alkali. III (5 g.) similarly treated with K perbromide or periodide, the solution evaporated to remove excess halogen, acidified, and extracted with Et2O, the solution washed with thiosulfate, dried, and evaporated gave 1 g. 2,3-Br(O2N)C6H3CO2H, m. 185°, and 2,3-I(O2N)C6H3CO2H, m. 205°, resp. 4-Nitrophthalic acid (23 g.) in 16 g. Na2CO3 dissolved in 20 cc. H2O treated with 45 g. Hg(OAc2) in 150 cc. H2O containing 1 cc. AcOH gave Hg 4-nitrophthalate (IV). IV (20 g.) heated 6 hrs. at 190° gave anhydro-2-hydroxymercuri-4-nitrobenzoic acid (V), identical with the product obtained from p-O2NC6H4CO2H (VI). V brominated or iodinated as above gave 2-Br- and 2,4-I(O2N)C6H3CO2H. Hydrolysis of V gave VI.

Journal of the Chemical Society published new progress about 16426-64-5. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Reference of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Jiadi; Jiang, Xinpeng; Jin, Can; Guo, Zhicheng; Su, Bin; Su, Weike published the artcile< One-Pot L-Proline-Mediated Stereoselective α-C(sp2)-H Fluorination of α,β-Unsaturated Aldehydes through Methoxyfluorination-Elimination>, Application In Synthesis of 3893-18-3, the main research area is fluoro unsaturated alc preparation diastereoselective; unsaturated aldehyde Selectfluor fluorination proline catalyst.

A one-pot, two-step L-proline-mediated stereoselective α-C(sp2)-H fluorination of α,β-unsaturated aldehydes RHC=CHCHO (R = 2-ClC6H4, 2-naphthyl, (CH2)2CH3, etc.) towards their corresponding (Z)-α-fluoro-αβ-unsaturated aldehydes (Z)-RHC=C(F)CHO has been developed. The first step utilizes Selectfluor as a fluorinating agent in CH3NO2/MeOH forming (Z)-α-fluoro-α,β-unsaturated aldehydes and their corresponding di-Me acetals through methoxyfluorination-elimination. In the second step, water is added to promote the hydrolytic cleavage of the di-Me acetals. The obtained (Z)-α-fluoro-α,β-unsaturated aldehydes were smoothly reduced to the corresponding alcs. (Z)-RHC=C(F)CH2OH by using NaBH4.

European Journal of Organic Chemistry published new progress about Alcohols, unsaturated Role: SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Du, Yufeng; Huang, Linyu; Wang, Neng; Li, Xiaohuan; Zhou, Xian-Li; Zhang, Lan; Huang, Shuai; Walsh, Patrick J.; Gao, Feng published the artcile< Rhodium-Catalyzed Direct Arylation of Furopyridine: Synthesis and the Cardiac Effects of Dictamnine Derivatives>, SDS of cas: 401-78-5, the main research area is aryl furopyridine preparation chemoselective; furopyridine aryl bromide arylation rhodium catalyst; furoquinoline preparation chemoselective; dictamnine aryl bromide arylation rhodium catalyst.

Synthesis of Rh2(OAc)4/IMes·HCl system promotes the chemoselective installation of aryl groups at the 2-position of furo[2,3-b]pyridines I (R = Ph, naphthalen-1-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, etc.) (53-94% yields). The method is applicable to the direct modification of the natural furoquinoline alkaloid dictamnine. The cardiac effects of the fluorinated analogs II were improved, and compared to dictamnine at 160μg/mL. Preliminary mechanism of action studies indicate that the effects might be related to epinephrine αreceptors, M-receptor and calcium channel receptor.

Advanced Synthesis & Catalysis published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, SDS of cas: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Zhiwei; Toffano, Martial; Vo-Thanh, Giang; Bournaud, Chloee published the artcile< Bifunctional N-Heterocyclic Carbene-Catalyzed Highly Enantioselective Trans-Cyclopentannulation of Enals and Enones via Homoenolate>, Computed Properties of 3893-18-3, the main research area is cyclopentene preparation enantioselective diastereoselective; enal enone trans cyclopentannulation bifunctional heterocyclic carbene catalyst.

An efficient and flexible synthesis of a new class of chiral bifunctional NHC catalysts I [R = i-Pr, i-Bu, Bn, cyclohexyl; Ar = Ph, 3,5-bis(trifluoromethyl)phenyl, pentafluorophenyl, 2-methoxyphenyl; X = S, O] has been reported. These new imidazolylidene NHCs I, bearing a (thio)urea function as a hydrogen bond donor promoted efficiently highly diastereoselective trans-cyclopentannulation of enals R1CH=CHCHO (R1 = n-Pr, Ph, naphthalen-2-yl, furan-2-yl, etc.) and enones R2CH=CHC(O)R3 (R2 = methoxycarbonyl, Ph, thiophen-2-yl, etc.; R3 = Ph, 2-phenylethenyl, thiophen-2-yl, etc.) in moderate to good yields (up to 69% yield) along with excellent enantioselectivity (up to 96% ee). This methodol. could be applied to a large variety of substrates (30 examples).

ChemCatChem published new progress about Amino alcohols, chiral Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Computed Properties of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Binghao; Qi, Jing; Wu, Yatong; Li, Jia-Hui; Li, Yanting; Duan, Xiao-Yong published the artcile< The N-heterocyclic carbene-catalyzed [3 + 2] annulation of isoindigos with enals: the enantioselective construction of three contiguous stereogenic centers>, COA of Formula: C9H7BrO, the main research area is dimeric spirocyclic bisindoline alkaloid preparation diastereoselective enantioselective; enal isoindigo annulation heterocyclic carbene.

Constructing contiguous all-carbon quaternary stereogenic centers has posed a long-standing synthetic challenge in organic chem. In this work, the NHC-catalyzed enantioselective [3 + 2] annulation of enals with isoindigo was introduced as an efficient strategy for the construction of dimeric spirocyclic bisindoline alkaloid derivatives with moderate yields and good enantioselectivities. Remarkably, three contiguous stereogenic centers-including two congested all-carbon quaternary stereogenic centers-were successfully constructed in a simple one-step operation.

Organic Chemistry Frontiers published new progress about [3+2] Cycloaddition reaction catalysts. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Elguero, Jose; Jacquier, Robert; Marzin, Claude published the artcile< Synthesis of azines from α,β-unsaturated β-(p-bromophenyl) carbonyl compounds>, Formula: C9H7BrO, the main research area is azines alkenyl; cinnamaldehydes azines; phenyl oxoalkenes; alkenones Ph; alkenals Ph.

Reduction of p-BrC6H4Ac with LiAlH4 gave 82% p-BrC6H4CHMeOH, b16 135-6°, which was dehydrated over K pyrosulfate to p-BrC6H4CH:CH2, b15 90°, and converted to p-BrC6H4CH:CHCHO (I), m. 79-80°, by known methods. p-BrC6H4CHO and acetone yielded 30% p-BrC6H4CH:CHAc (II), m. 78-80° (2,4-dinitrophenylhydrazone m. 246-7°), and 15% (p-BrC6H4CH:CH)2CO, m. 205-7° (2,4-dinitrophenylhydrazone m. 225-7°), even with excess acetone. 1-(p-Bromophenyl)-2-methyl-3-chloro-2-propen-1-one, m. 63-5°, with MeOH and NaOH gave 77% mixture containing 65% p-BrC6H4-COCHMeCH(OMe)2 and 35% 1-(p-bromophenyl)-2-methyl-3-methoxy-2-propen-1-one. Reduction of the mixture with LiAlH4 gave, after preparative gas chromatog., p-bromo-α-methylcinnamal-dehyde (III) along with p-bromobenzaldehyde, 3-(p-bromophenyl)-2-methyl-1-penten-3-ol, and 1-(p-bromophenyl)-2-methyl-3,3-dimethoxypropan-1-ol. By the method of Knoepfer (CA 3: 1535), I gave 40% (p-BrC6H4CH:CHCH:N)2, m. 229-31°. II similarly gave 45% (p-BrC6H4CH:CHCMe:N)2, m. 203-5°, and 10% II hydrazone, m. 143-5°. III (0.005 mole), 0.0025 mole N2H4, and a small amount of p-MeC6H4SO3H yielded 85% (p-BrC6H4CH:CMeCH:N)2, m. 189-91°. N.M.R., ir, and uv data for the azines were tabulated.

Bulletin de la Societe Chimique de France published new progress about Azines Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rao, Changqing; Mai, Shaoyu; Song, Qiuling published the artcile< Rh(II)/phosphine-cocatalyzed synthesis of dithioketal derivatives from diazo compounds through simultaneous construction of two different C-S bonds>, Application In Synthesis of 14062-30-7, the main research area is dithioketal preparation rhodium phosphine catalyst diazo carbon sulfur bond.

Rhodium(II)/phosphine-cocatalyzed bis-sulfuration of α-diazocarbonyl compounds using thiosulfonates as the sulfenylating agent, which provided two sulfur-containing moieties, was developed via simultaneous inter- and intra-mol. C-S bond formation. This novel protocol provides a rapid synthetic route to dithioketal derivatives in moderate to good yields in an atom-economic process. The transformation is proposed to proceed through phosphine ylide formation followed by S(O2)-S bond cleavage and rearrangement.

Chemical Communications (Cambridge, United Kingdom) published new progress about C-S bond formation. 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Application In Synthesis of 14062-30-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary