Visible light photoredox-catalyzed alkylation/ring expansion sequences of 1-(1-arylvinyl)cyclobutanol derivatives

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초록

A visible light-mediated photocatalytic bis(alkoxycarbonypmethylationtring expansion of alkenyl cyclobutanols is described. This approach provides a mild and operationally simple access to the synthesis of bis(alkoxycarbonyl)methyl-substituted cyclic ketones from the coupling reaction of 1-(1-arylvinyl)cyclobutanols with aryl bromomalonates. (C) 2016 Elsevier Ltd. All rights reserved.

키워드

Bromomalonates; Photocatalysis; Radical reaction; 1,2-Carbon migration; ALPHA,ALPHA-DIARYL ALLYLIC ALCOHOLS; C-H FUNCTIONALIZATION; ONE-POT SYNTHESIS; RING-FUSED TETRAHYDROQUINOLINES; CONCOMITANT 1,2-ARYL MIGRATION; ELECTRON-DEFICIENT ALKENES; METAL-FREE CONDITIONS; 1,5-HYDRIDE TRANSFER/CYCLIZATION; ASYMMETRIC-SYNTHESIS; RADICAL-ADDITION
제목
Visible light photoredox-catalyzed alkylation/ring expansion sequences of 1-(1-arylvinyl)cyclobutanol derivatives
저자
Kwon, Su Jin; Kim, Yeon Joo; Kim, Dae Young
DOI
10.1016/j.tetlet.2016.08.047
발행일
2016-09-28
유형
Article
저널명
Tetrahedron Letters
권
57
호
39
페이지
4371 ~ 4374