Direct Iodosulfonylation of Alkylynones with Sulfonylhydrazides and Iodine Pentoxide Leading to Multisubstituted α,β-Enones

被引：15

作者：

Cui, Huanhuan ^{[1
]}

He, Chenglong ^{[1
]}

Yang, Daoshan ^{[1
]}

Yue, Huilan ^{[2
]}

Wei, Wei ^{[1
,2
]}

Wang, Hua ^{[1
]}

机构：

[1] Qufu Normal Univ, Inst Med & Mat Appl Technol, Key Lab Pharmaceut Intermediates & Anal Nat Med, Sch Chem & Chem Engn, Qufu 273165, Shandong, Peoples R China

[2] Chinese Acad Sci, Northwest Inst Plateau Biol, Key Lab Tibetan Med Res, Xining 810008, Qinghai, Peoples R China

来源：

SYNLETT | 2018年 / 29卷 / 06期

基金：

中国国家自然科学基金;

关键词：

multifunctionalized alpha; beta-enones; iodosulfonylation; alkylynones; sulfonylhydrazides; iodine pentoxide; BETA-KETO SULFONES; VINYL SULFONES; TERMINAL ALKYNES; SODIUM TRIFLUOROMETHANESULFINATE; ALPHA; BETA-UNSATURATED KETONES; AEROBIC DIFUNCTIONALIZATION; MEDIATED REACTION; HIGHLY EFFICIENT; SULFINIC ACIDS; BOND FORMATION;

D O I：

10.1055/s-0036-1589160

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile and efficient method has been developed for the construction of multisubstituted alpha,beta-enones through the direct selective iodosulfonylation of alkylynones with sulfonylhydrazides and iodine pentoxide. The present methodology offers a simple and attractive approach to various multisubstituted alpha,beta-enones in moderate to good yields with excellent stereo-and regioselectivities under the metal-and peroxide-free conditions.

引用

页码：830 / 834

页数：5

共 4 条

[1] Copper-catalyzed direct decarboxylative hydrosulfonylation of aryl propiolic acids with sulfonylhydrazides leading to vinylsulfones
Li, Siyu
Li, Xiang
Yang, Fan
Wu, Yangjie
ORGANIC CHEMISTRY FRONTIERS, 2015, 2 (09): : 1076 - 1079
[2] Iodine-catalyzed Direct Thiolation of Indoles with Thiols Leading to 3-Thioindoles Using Air as the Oxidant
Liu, Xiaoxia
Cui, Huanhuan
Yang, Daoshan
Dai, Shicui
Zhang, Guoqin
Wei, Wei
Wang, Hua
CATALYSIS LETTERS, 2016, 146 (09) : 1743 - 1748
[3] Metal-free molecular iodine-catalyzed direct sulfonylation of pyrazolones with sodium sulfinates leading to sulfonated pyrazoles at room temperature
Wei, Wei
Cui, Huanhuan
Yang, Daoshan
Liu, Xiaoxia
He, Chenglong
Dai, Shicui
Wang, Hua
ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (01): : 26 - 30
[4] Direct Asymmetric Formal [3+2] Cycloaddition Reaction of Isocyanoesters with β-Trifluoromethyl β,β-Disubstituted Enones Leading to Optically Active Dihydropyrroles
Xu, Bing
Zhang, Zhan-Ming
Zhou, Lujia
Zhang, Junliang
ORGANIC LETTERS, 2018, 20 (09) : 2716 - 2719

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