Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3 H)-Furanones

Hrishikesh D V; Ritesh A Annadate; Sunil V Pansare

doi:10.1021/acsomega.2c06637

Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3 H)-Furanones

ACS Omega. 2023 Jan 9;8(3):3190-3197. doi: 10.1021/acsomega.2c06637. eCollection 2023 Jan 24.

Authors

Hrishikesh D V¹, Ritesh A Annadate¹, Sunil V Pansare¹

Affiliation

¹ Department of Chemistry, Memorial University, St. John's, Newfoundland and Labrador, Canada A1B 3X7.

Abstract

The organocatalytic asymmetric direct vinylogous aldol reaction of N-methylisatins 1 and γ-butenolides 2 to provide 3-hydroxy-2-oxindole derivatives 3 was investigated. A series of N-diaminophosphoryl aminothiourea catalysts 4 was synthesized, and their utility for the stereoselective formation of 3 was examined.