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.
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页数：5
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