One-Pot Synthesis of Furo[3,4- c]indolo[2,1- a]isoquinolines through Rh(III)-Catalyzed Cascade Reactions of 2-Phenylindoles with 4-Hydroxy-2-alkynoates

Yihao Liu; Zi Yang; Remi Chauvin; Wei Fu; Zhenyu Yao; Lianhui Wang; Xiuling Cui

doi:10.1021/acs.orglett.0c01744

One-Pot Synthesis of Furo[3,4- c]indolo[2,1- a]isoquinolines through Rh(III)-Catalyzed Cascade Reactions of 2-Phenylindoles with 4-Hydroxy-2-alkynoates

Org Lett. 2020 Jul 2;22(13):5140-5144. doi: 10.1021/acs.orglett.0c01744. Epub 2020 Jun 17.

Authors

Yihao Liu¹, Zi Yang¹, Remi Chauvin^{1

2}, Wei Fu¹, Zhenyu Yao¹, Lianhui Wang¹, Xiuling Cui¹

Affiliations

¹ Engineering Research Centre of Molecular Medicine of Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Precision Medicine and Molecular Diagnosis of Fujian Universities, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University, Xiamen, Fujian 361021, P. R. China.
² LCC-CNRS, Université de Toulouse, UPS, 205 route de Narbonne, 31077 Toulouse, France.

PMID: 32610929
DOI: 10.1021/acs.orglett.0c01744

Abstract

An efficient and regioselective synthesis of fused polycyclic furo[3,4-c]indolo[2,1-a]isoquinolines through Rh(III)-catalyzed cascade C-H activation/annulation/lactonization of 2-arylindoles and 4-hydroxy-2-alkynoates has been developed. This cascade reaction displays high step economy and efficiency and tolerates various functional groups. The titled polycyclic furo[3,4-c]indolo[2,1-a]isoquinolines exhibit fluorescence emission.

Publication types

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