Construction of Heteroacenes with Fused Thiophene and Pyrrole Rings via the Fischer Indolization Reaction

Roman A Irgashev; Arseny A Karmatsky; Gennady L Rusinov; Valery N Charushin

doi:10.1021/acs.orglett.6b00081

Construction of Heteroacenes with Fused Thiophene and Pyrrole Rings via the Fischer Indolization Reaction

Org Lett. 2016 Feb 19;18(4):804-7. doi: 10.1021/acs.orglett.6b00081. Epub 2016 Feb 3.

Authors

Roman A Irgashev^{1

2}, Arseny A Karmatsky^{1

2}, Gennady L Rusinov^{1

2}, Valery N Charushin^{1

2}

Affiliations

¹ Postovsky Institute of Organic Synthesis, Ural Division of the Russian Academy of Sciences , Ekaterinburg 620990, Russia.
² Ural Federal University named after the First President of Russia, B.N. Yeltsin , Ekaterinburg 620002, Russia.

PMID: 26841237
DOI: 10.1021/acs.orglett.6b00081

Abstract

A convenient approach to ladder-type 6H-benzo[4',5']thieno[2',3':4,5]thieno[3,2-b]indoles bearing various substituents in both terminal benzene rings has been developed. The protocol suggested for preparing these N,S-heteroacenes is based on using easily available reagents, such as cinnamic acids and arylhydrazines, which can be involved in the Fischer indole synthesis, as the key step. A similar condensed system of 12H-benzo[4″,5″]thieno[2″,3″:4',5']thieno[2',3':4,5]thieno[3,2-b]indole, bearing six rings, has also been obtained.

Publication types

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