1236384-30-7Relevant articles and documents
Electrochemical reduction of 1-bromomethyl-2-oxocycloalkane-1-carboxylates at silver cathodes in dimethylformamide: One-carbon ring-expansion reactions
Wappes, Ethan A.,Mubarak, Mohammad S.,Peters, Dennis G.
, p. G122 - G127 (2014)
Cyclic voltammetry and controlled-potential (bulk) electrolysis have been employed to investigate the separate electrochemical reductions of methyl 1-bromomethyl-2-oxocyclopentane-1-carboxylate (1) and ethyl 1-bromomethyl-2-oxocyclohexane-1-carboxylate (2) at silver cathodes in dimethylformamide (DMF) containing 0.10 M tetramethylammonium tetrafluoroborate (TMABF4). Oneelectron reductive cleavage of the carbon-bromine bond of each substrate yields a radical intermediate that undergoes a ring-expansion reaction, followed by hydrogen-atom abstraction from the solvent, to afford methyl 3-oxocyclohexane-1-carboxylate (3a) and ethyl 3-oxocycloheptane-1-carboxylate (3b), respectively, in good yield. Each substrate gives rise to three other products: (a) a debrominated analogue of each starting material, (b) a dimeric species formed via radical coupling, and (c) a species possessing an ester group extended by one carbon atom. Electrolyses of 1 and 2 done in the presence of D2O have revealed that carbanion intermediates result in small amounts from two-electron cleavage of carbon-bromine bonds. A mechanistic scheme, involving both radicals and carbanions, is proposed to account for the formation of the various products.
Tin-free radical chemistry: Intramolecular addition of alkyl radicals to aldehydes and ketones
Devin, Priscille,Fensterbank, Louis,Malacria, Max
, p. 5511 - 5514 (1999)
The radical cyclization of several ω-iodoaldehydes and a ketone can be accomplished without the use of tributyltin hydride. Triethylborane in presence of oxygen or light from a sun lamp can serve as a radical initiator and terminator. In these conditions,
Organic dye-catalyzed radical ring expansion reaction
Deguchi, Masato,Fujiya, Akitoshi,Yamaguchi, Eiji,Tada, Norihiro,Uno, Bunji,Itoh, Akichika
, p. 15825 - 15830 (2018)
Herein, we reported an attractive method for synthesizing medium-sized rings that are catalyzed by erythrosine B under fluorescent light irradiation. This synthetic approach featured mild conditions, a facile procedure, a broad substrate scope, and modera
Rhodium-catalyzed asymmetric 1,4-addition of 2-alkenyl-1,3,2- benzodioxaboroles to α,β-unsaturated ketones
Takaya, Yoshiaki,Ogasawara, Masamichi,Hayashi, Tamio
, p. 8479 - 8482 (1998)
Reaction of 2-alkenyl-1,3,2-benzodioxaboroles, which are readily accessible by hydroboration of alkynes with catecholborane, with α,β- unsaturated ketones in the presence of rhodium/(S)-binap catalyst and triethylamine in dioxane/H2O (10/1) pro
Asymmetric Synthesis of N-Substituted γ-Amino Esters and γ-Lactams Containing α,γ-Stereogenic Centers via a Stereoselective Enzymatic Cascade
Li, Ming,Cui, Yunfeng,Xu, Zefei,Chen, Xi,Feng, Jinhui,Wang, Min,Yao, Peiyuan,Wu, Qiaqing,Zhu, Dunming
supporting information, p. 372 - 379 (2021/10/25)
γ-Amino esters and γ-lactams containing α,γ-stereogenic centers are widely used as chiral intermediates in various bioactive compounds, while their efficient synthesis remains a challenge. Herein, an enzymatic cascade reaction involving an ene reductase (
DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES
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Page/Page column 65-66, (2019/11/28)
Provided herein are dihydropyrimidine derivatives which are useful in the treatment of HBV infection or HBV-induced diseases, as well as pharmaceutical or medical applications thereof.
