Rh(II)-Catalyzed formation of pyrrolo[2,3-b]quinolines from azide-methylenecyclopropanes and isonitriles

Kai Chen; Xiang-Ying Tang; Min Shi

doi:10.1039/c5cc09236a

Rh(II)-Catalyzed formation of pyrrolo[2,3-b]quinolines from azide-methylenecyclopropanes and isonitriles

Chem Commun (Camb). 2016 Jan 31;52(9):1967-70. doi: 10.1039/c5cc09236a.

Authors

Kai Chen¹, Xiang-Ying Tang², Min Shi³

Affiliations

¹ Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, and 130 MeiLong Road, Shanghai 200237, P. R. China.
² State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China. siocxiangying@mail.sioc.ac.cn mshi@mail.sioc.ac.cn.
³ Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, and 130 MeiLong Road, Shanghai 200237, P. R. China and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China. siocxiangying@mail.sioc.ac.cn mshi@mail.sioc.ac.cn.

PMID: 26686901
DOI: 10.1039/c5cc09236a

Abstract

Azide-methylenecyclopropanes (azide-MCPs) underwent an intermolecular cyclization with isonitriles catalyzed by a Rh(II) complex to produce a series of pyrrolo[2,3-b]quinolines in moderate to good yields via carbodiimide intermediates. Moreover, synthetic applications of these products to construct structurally novel and useful heterocycles have also been achieved.

Publication types

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