An electrophilic thiocyanation/ipso-cyclization leading to spirocyclohexadienones

被引：13

作者：

Qiao, Zhihua ^{[1
]}

Shao, Chukai ^{[1
]}

Gao, Yong ^{[1
]}

Liang, Kun ^{[1
]}

Yin, Hongquan ^{[1
,2
]}

Chen, Fu-Xue ^{[1
,2
]}

机构：

[1] Beijing Inst Technol, Sch Chem & Chem Engn, 8 Liangxiang East Rd, Beijing 102488, Peoples R China

[2] Beijing Inst Technol, Key Lab Med Mol Sci & Pharmaceut Engn, Minist Ind & Informat Technol, 8 Liangxiang East Rd, Beijing 102488, Peoples R China

来源：

TETRAHEDRON LETTERS | 2022年 / 100卷

关键词：

Ipso-Cyclization; Dearomatization; Electrophilic thiocyanation; Spirocyclohexadienones; DIVERGENT SYNTHESIS; N-ARYLPROPYNAMIDES; IPSO-CYCLIZATION; IODOCYCLIZATION; REAGENT; DESIGN; MILD;

D O I：

10.1016/j.tetlet.2022.153875

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Lewis acid-catalyzed cyclization of N-(p-methoxyphenyl)-3-phenylpropionamide with N-thiocyanosuccinimide has been accomplished under mild conditions. Thus, a series of thiocyanato-containing spirocyclohexadienones was obtained in moderate to excellent yields with a good functional group tolerance and a wide range of substrates. It provides an alternative approach for the synthesis of functionalized spirocyclohexadienones. (C) 2022 Published by Elsevier Ltd.

引用

页数：5

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