Synthesis of 6-(arylthio)phenanthridines by copper-catalyzed tandem reactions of 2-biaryl isothiocyanates with diaryliodonium salts

Weisi Guo; Shoulei Li; Lin Tang; Ming Li; Lirong Wen; Chao Chen

doi:10.1021/acs.orglett.5b00197

Synthesis of 6-(arylthio)phenanthridines by copper-catalyzed tandem reactions of 2-biaryl isothiocyanates with diaryliodonium salts

Org Lett. 2015 Mar 6;17(5):1232-5. doi: 10.1021/acs.orglett.5b00197. Epub 2015 Feb 26.

Authors

Weisi Guo¹, Shoulei Li, Lin Tang, Ming Li, Lirong Wen, Chao Chen

Affiliation

¹ State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology , Qingdao 266042, China.

PMID: 25719267
DOI: 10.1021/acs.orglett.5b00197

Abstract

A novel copper-catalyzed tandem C-S/C-C bond-forming reaction of 2-biaryl isothiocyanates with diaryliodonium salts was developed. This is the first general approach to synthesize phenanthridines from 2-biaryl isothiocyanates. This methodology has been successfully applied to the synthesis of trisphaeridine.

Publication types

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

MeSH terms

Catalysis
Copper / chemistry*
Dioxoles / chemistry*
Isothiocyanates / chemistry*
Molecular Structure
Onium Compounds / chemistry*
Phenanthridines / chemical synthesis*
Phenanthridines / chemistry
Salts / chemistry*

Substances

Dioxoles
Isothiocyanates
Onium Compounds
Phenanthridines
Salts
trispheridine
isothiocyanic acid
Copper