An Isoxazole Strategy for Molybdenum-Mediated Synthesis of 5-Mono- and 4,5-Disubstituted 1 H-Pyrrole-2,3-diones

Ekaterina E Galenko; Aleksandra M Puzyk; Mikhail S Novikov; Alexander F Khlebnikov

doi:10.1021/acs.joc.2c00386

An Isoxazole Strategy for Molybdenum-Mediated Synthesis of 5-Mono- and 4,5-Disubstituted 1 H-Pyrrole-2,3-diones

J Org Chem. 2022 May 6;87(9):6459-6470. doi: 10.1021/acs.joc.2c00386. Epub 2022 Apr 14.

Authors

Ekaterina E Galenko¹, Aleksandra M Puzyk¹, Mikhail S Novikov¹, Alexander F Khlebnikov¹

Affiliation

¹ Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Naberezhnaya, St. Petersburg 199034, Russia.

PMID: 35420424
DOI: 10.1021/acs.joc.2c00386

Abstract

The synthesis of 5-aryl- and 4-aryl/hetaryl/cyclopropyl/alkynyl-5-aryl-1H-pyrrole-2,3-diones by formal isomerization of isoxazole-5-carbaldehydes mediated Mo(CO)₆ in wet MeCN has been developed. The resulting 1H-pyrrole-2,3-diones are good precursors for substituted 1H-pyrrolo[2,3-b]quinoxalines.

Publication types

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

MeSH terms

Isoxazoles
Molybdenum*
Pyrroles*
Quinoxalines

Substances

Isoxazoles
Pyrroles
Quinoxalines
Molybdenum