Synthesis of Benzo[b]thiophenes via Electrophilic Sulfur Mediated Cyclization of Alkynylthioanisoles.
Synthesis of Benzo[b]thiophenes via Electrophilic Sulfur Mediated Cyclization of Alkynylthioanisoles.
复制标题
DOI：
10.1021/acs.joc.1c02606
复制
发表时间：
2022-05-06
影响因子：
3.6
通讯作者：
Kesharwani, Tanay
中科院分区：
文献类型：
--
作者：
Alikhani, Zahra;Albertson, Alyssa G.;Walter, Christopher A.;Masih, Prerna J.;Kesharwani, Tanay
采用稳定的四氟硼酸二甲基（硫代二甲基）磺酸盐进行邻炔基硫代苯胺的亲电环化反应，合成2,3-二取代苯并[b]噻吩。本文所述的反应与各种取代的炔都能很好地反应，收率很高，并且很容易地引入了有价的硫甲基。该反应利用适度的反应条件和环境温度，同时容忍各种功能。为了阐明机理，用二甲基（硫代二甲基）四氟硼酸盐与二苯乙炔进行了亲电加成反应。
A stable dimethyl(thiodimethyl)sulfonium tetrafluoroborate salt was employed for the electrophilic cyclization reaction of o-alkynyl thioanisoles for the synthesis of 2,3-disubstituted benzo[b]thiophenes. The reaction described herein works well with various substituted alkynes in excellent yields, and a valuable thiomethyl group was introduced with ease. The reaction utilizes moderate reaction conditions and ambient temperature while tolerating various functionalities. To elucidate the mechanism, electrophilic addition reactions using the dimethyl(thiodimethyl)sulfonium tetrafluoroborate salt with diphenylacetylene was demonstrated.
登录
查看更多内容
影响因子：
3.6
作者：
Chen, Chin-Chau;Chen, Chu-Mei;Wu, Ming-Jung
通讯作者：
Wu, Ming-Jung
影响因子：
5.2
作者：
Flynn, BL;Verdier-Pinard, P;Hamel, E
通讯作者：
Hamel, E
影响因子：
1.8
作者：
Kesharwani, Tanay;Kornman, Cory T.;Royappa, Andrew D.
通讯作者：
Royappa, Andrew D.
影响因子：
5.2
作者：
Kuhn, Marius;Falk, Florian C.;Paradies, Jan
通讯作者：
Paradies, Jan
影响因子：
3.2
作者：
Cunningham C;Cloyd M;Phillips A;Khan S;Whalen K;Kesharwani T
通讯作者：
Kesharwani T