Copper-Catalyzed Cascade Phosphorylation Initiated Radical Cyclization: Access to 2-Phosphorylated Pyrrolo[1,2-a]indole

Honglin Zhang; Weipeng Li; Chengjian Zhu

doi:10.1021/acs.joc.6b02673

Copper-Catalyzed Cascade Phosphorylation Initiated Radical Cyclization: Access to 2-Phosphorylated Pyrrolo[1,2-a]indole

J Org Chem. 2017 Feb 17;82(4):2199-2204. doi: 10.1021/acs.joc.6b02673. Epub 2017 Jan 31.

Authors

Honglin Zhang¹, Weipeng Li¹, Chengjian Zhu^{1

2}

Affiliations

¹ State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing, 210093, P. R. China.
² State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai, 200032, P. R. China.

PMID: 28105812
DOI: 10.1021/acs.joc.6b02673

Abstract

A copper-catalyzed tandem radical cyclization of 1-(3-phenylprop-2-yn-1-yl)-1H-indole with diphenylphosphine oxides was developed. C-P bond formation was achieved coupled with C(sp²)-H functionalization. It provided an access to construct the pyrrolo[1,2-a]indole motif and a series of 2-phosphinoyl-9H-pyrrolo[1,2-a]indoles.

Publication types

Research Support, Non-U.S. Gov't