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Copper‐Catalyzed Aerobic Oxidative Dicarbonylation of Indoles toward Solvatochromic Fluorescent Indole‐Substituted Quinoxalines
Author(s) -
Zhang Zeguang,
Dai Zhihong,
Jiang Xuefeng
Publication year - 2015
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201500332
Subject(s) - chemistry , indole test , solvatochromism , fluorescence , reagent , catalysis , oxidative phosphorylation , combinatorial chemistry , copper , photochemistry , organic chemistry , molecule , biochemistry , physics , quantum mechanics
Copper‐catalyzed, aerobic, oxidative, C3‐dicarbonylation of indoles has been realized directly from α‐hydroxyketones, which serve as an efficient dicarbonylative reagent under mild conditions. The method is widely compatibility with various functional groups, offering a straightforward means to produce different heterocycle‐substituted quinoxalines in excellent yields. These diverse fluorescent quinoxalines exhibited photophysical properties and solvatochromism in certain rules. Based on control experiments, a plausible reaction mechanism was proposed.