Solvent-Controlled Switchable Domino Reactions of MBH Carbonate: Synthesis of Benzothiophene Fused α-Pyran, 2,3-Dihydrooxepine, and Oxatricyclodecene Derivatives

被引：58

作者：

Jia, Jiru ^{[1
]}

Yu, Aimin ^{[1
]}

Ma, Shanshan ^{[1
]}

Zhang, Youquan ^{[1
]}

Li, Ke ^{[1
]}

Meng, Xiangtai ^{[1
]}

机构：

[1] Tianjin Univ Technol, Sch Chem & Chem Engn, Tianjin Key Lab Organ Solar Cells & Photochem Con, Tianjin 300384, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 22期

基金：

中国国家自然科学基金;

关键词：

BAYLIS-HILLMAN CARBONATES; HIGHLY SELECTIVE SYNTHESIS; 3+3 ANNULATION REACTION; ALLYLIC COMPOUNDS; FACILE SYNTHESIS; SULFUR YLIDES; ACCESS; CYCLIZATION; BEARING; 2-(ACETOXYMETHYL)BUTA-2,3-DIENOATE;

D O I：

10.1021/acs.orglett.7b02916

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solvent-controlled switchable domino reactions between 2-alkylidenebenzothiophene-3(2H)-ones and Morita-Baylis-Hillamn (MBH) carbonate were developed. All domino reactions exhibited excellent regioselectivity, producing a broad spectrum of benzothiophene-fused alpha-pyran, 2,3-dihydrooxepine, and oxatricyclodecene derivatives. Furthermore, [4 + 2], [4 + 3], and related domino reactions from identical substrates can be controlled.

引用

页码：6084 / 6087

页数：4

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