3-Indolylacyl radical cyclizations upon pyridines and tetrahydropyridines: access to ergoline-related indole [cd]-fused isoquinolines

M-Lluïsa Bennasar; Tomàs Roca

doi:10.1021/jo2006279

3-Indolylacyl radical cyclizations upon pyridines and tetrahydropyridines: access to ergoline-related indole [cd]-fused isoquinolines

J Org Chem. 2011 May 20;76(10):4213-8. doi: 10.1021/jo2006279. Epub 2011 Apr 18.

Authors

M-Lluïsa Bennasar¹, Tomàs Roca

Affiliation

¹ Laboratory of Organic Chemistry, Faculty of Pharmacy, and Institut de Biomedicina, University of Barcelona, Barcelona 08028, Spain. bennasar@ub.edu

PMID: 21473603
DOI: 10.1021/jo2006279

Abstract

Cyclizations of selenoester-derived 3-indolylacyl radicals, involving the homolytic acylation of pyridines or the addition to double bonds included in tetrahydropyridine rings, have been used to synthesize indole [cd]-fused isoquinolines related to the natural ergoline system.

Publication types

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

MeSH terms

Cyclization
Ergolines / chemistry*
Free Radicals / chemistry
Indoles / chemistry*
Isoquinolines / chemistry*
Pyridines / chemistry*

Substances

Ergolines
Free Radicals
Indoles
Isoquinolines
Pyridines
isoquinoline