Highly enantioselective Friedel-Crafts reaction of indoles with 2-enoylpyridine 1-oxides catalyzed by chiral pyridine 2,6-bis(5',5'-diphenyloxazoline)-Cu(II) complexes

Pradeep K Singh; Vinod K Singh

doi:10.1021/ol8016929

Highly enantioselective Friedel-Crafts reaction of indoles with 2-enoylpyridine 1-oxides catalyzed by chiral pyridine 2,6-bis(5',5'-diphenyloxazoline)-Cu(II) complexes

Org Lett. 2008 Sep 18;10(18):4121-4. doi: 10.1021/ol8016929. Epub 2008 Aug 23.

Authors

Pradeep K Singh¹, Vinod K Singh

Affiliation

¹ Department of Chemistry, Indian Institute of Technology Kanpur, India 208 016.

PMID: 18722459
DOI: 10.1021/ol8016929

Abstract

The catalytic enantioselective Friedel-Crafts reaction of indoles with 2-enoylpyridine 1-oxides has been studied in the presence of chiral pyridine 2,6-bis(5',5'-diphenyloxazoline)-Cu(II) complexes. The reaction furnished alkylated indoles in excellent yields (up to 97%) and enantioselectivities (up to 99% ee).