Synthesis of Tetrahydro-2H-thiopyran 1,1-Dioxides via [1+1+1+1+1+1] Annulation: An Unconventional Usage of a Tethered C-S Synthon

被引：18

作者：

Chen, Xiang-Long ^{[1
]}

Wang, Huai-Yu ^{[1
]}

Wu, Chun-Yan ^{[1
]}

Tang, Bo-Cheng ^{[2
]}

Hu, Yao-Luo ^{[1
]}

Ma, Jin-Tian ^{[1
]}

Zhuang, Shi-Yi ^{[1
]}

Yu, Zhi-Cheng ^{[1
]}

Wu, Yan-Dong ^{[1
]}

Wu, An-Xin ^{[1
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China

[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, State Key Lab Chem Biol & Drug Discovery, Hong Kong 999077, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 41期

基金：

中国国家自然科学基金;

关键词：

SULFOXONIUM YLIDES; H ACTIVATION; ONE-POT; CYCLIZATION; RONGALITE; CONSTRUCTION;

D O I：

10.1021/acs.orglett.2c03194

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented [1+1+1+1+1+1] annulation process has been developed for the construction of tetrahydro-2H-thiopyran 1,1-dioxides. Notably, rongalite acted as a tethered C-S synthon in this reaction and can be chemoselectively used as triple C1 units and as a source of sulfone. Mechanistic investigation indicated that two different carbon-increasing models are involved in this reaction in which rongalite serves as C1 units.

引用

页码：7659 / 7664

页数：6

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