Tetrahedron Letters p. 4717 - 4720 (1992)
Update date:2022-08-04
Topics:
Chung, John Y. L.
Reamer, Robert A.
Reider, Paul J.
The intramolecular Friedel-Crafts acylation of 2-(3-indolylthio)propionic acid 1 has been found to undergo an unprecedented rearrangement to provide a novel tricyclic indole having the sulfur substituted on C-4 rather than on the expected C-3.A mechanism for its formation is proposed.This rearrangement also proceeded with good optical retention when a chiral substrate was used.Key Words: Friedel-Crafts acylation; rearrangement; tricyclic indoles; 4-thio-indoles; thiopyrano<4,3,2-c,d>indoles.
View MoreWuhan Soleado Technology Co.,Ltd.
Contact:86-2783341481 18971291927
Address:RM2405 Unit 1 Builing 1, Taiyin Tower, Changqing Road,Wuhan China
website:http://www.chemdow.com
Contact:0086-10-82435335
Address:Room 401,Unit 3,4th Floor,Shangdijiayuan,Shangdi East Road, Haidian District,Beijing
Lyrin Industrial Corporation Limited
Contact:86-731-82571800
Address:Rm 2408,Asia Economy International Building,Shaoshan Road South,Yuhua District,Changsha,Hunan,China
website:http://www.afinechem.com
Contact:+86-571-85134551
Address:No. 206 Zhen Hua Road, Hangzhou 310030, Zhejiang, China
Sanming Coffer Fine Chemical Industrial Co., Ltd
website:http://www.cofferxm.com/
Contact:+86-598-5853979
Address:Jin-sha Yuan Chuang-ye Park,Hi-Tech Development Zone,Sanming City P.R.China
Doi:10.1016/0040-4020(95)00124-Q
(1995)Doi:10.1016/j.cclet.2013.03.038
(2013)Doi:10.1002/poc.3665
(2017)Doi:10.1016/j.tet.2004.04.067
(2004)Doi:10.1021/ja00487a067
(1978)Doi:10.1016/j.tet.2003.10.109
(2004)
