Organic Chemistry Portal

Abstracts

Search:

Palladium-Catalyzed Direct Intramolecular C-N Bond Formation: Access to Multisubstituted Dihydropyrroles

Bing Jiang, Fei-Fan Meng, Qiu-Ju Liang, Yun-He Xu* and Teck-Peng Loh*

*University of Science and Technology of China, Hefei 230026, China; School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Email: xyh0709ustc.edu.cn, teckpengntu.edu.sg

B. Jiang, F.-F. Meng, Q.-J. Liang, Y.-H. Xu, T.-P. Loh, Org. Lett., 2017, 19, 914-917.

DOI: 10.1021/acs.orglett.7b00072 (free Supporting Information)



see article for more reactions

Abstract

A palladium-catalyzed intramolecular amination of alkenes with tosyl-protected amines was achieved under mild reaction conditions in the presence of chloranil to provide versatile dihydropyrrole derivatives with retention of olefin functionalization in good yields.

see article for more examples


proposed mechanism



Key Words

2-pyrrolines, chloranil


ID: J54-Y2017