[3 + 2] Cycloaddition reactions in the synthesis of triazolo[4,5-b]pyridin-5-ones and pyrrolo[3,4-b]pyridin-2-ones

Yongnian Gao; Yulin Lam

doi:10.1021/cc700183a

[3 + 2] Cycloaddition reactions in the synthesis of triazolo[4,5-b]pyridin-5-ones and pyrrolo[3,4-b]pyridin-2-ones

J Comb Chem. 2008 Mar-Apr;10(2):327-32. doi: 10.1021/cc700183a. Epub 2008 Feb 9.

Authors

Yongnian Gao¹, Yulin Lam

Affiliation

¹ Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.

PMID: 18260650
DOI: 10.1021/cc700183a

Abstract

The reaction of 5-benzenesulfonyl-3,4-dihydro-1 H-pyridin-2-one derivatives with azides or isocyanides provided two new classes of compounds, triazolo[4,5-b]pyridin-5-ones 3 or pyrrolo[3,4-b]pyridin-2-ones 4, respectively, in good yields and regioselectivity. A representative set of 20 compound 3 and 12 compound 4 was prepared.

Publication types

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

MeSH terms

Cyclization
Pyridones / chemical synthesis*
Pyridones / chemistry
Pyrroles / chemistry*
Triazoles / chemistry*

Substances

Pyridones
Pyrroles
Triazoles