Oxidative Sulfonylation of Multiple Carbon-Carbon bonds with Sulfonyl Hydrazides, Sulfinic Acids and their Salts

被引:91
|
作者
Mulina, Olga M. [1 ]
Ilovaisky, Alexey I. [1 ]
Parshin, Vadim D. [1 ]
Terent'ev, Alexander O. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Leninsky Prospekt 47, Moscow 119991, Russia
关键词
Oxidation; Sulfonylation; Multiple bonds; Sulfones; TRANSITION-METAL-FREE; QUINOLINE N-OXIDES; BETA-KETO-SULFONES; ONE-POT SYNTHESIS; C-H SULFONYLATION; CATALYZED ALLYLIC SULFONYLATION; INITIATED CASCADE CYCLIZATION; HIGHLY EFFICIENT SYNTHESIS; IODINE-MEDIATED SYNTHESIS; VINYL SULFONES;
D O I
10.1002/adsc.202000708
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Oxidative coupling methodology is widely applied for the formation of carbon-carbon and carbon-heteroatom bonds. This review focuses on methods for oxidative sulfonylation of multiple bonds involving sulfonyl hydrazides, sulfinic acids and their salts as sulfonylation reagents. Under oxidative conditions, they generate sulfonyl radicals, trapped by multiple carbon-carbon bonds resulting in a variety of SO2-containing products: mainly, vinyl and alkynyl sulfones, hydroxy-, keto, and halo-substituted sulfones, sulfonylated derivatives of carbo- and heterocycles. This exhaustive review summarizes 321 references from 1996 to 2020 with the specialization of the studies of the last five years, and is divided into the chapters according to the classes of compounds being sulfonylated.
引用
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页码:4579 / 4654
页数:76
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