Aqueous Morita-Baylis-Hillman Reaction of Unprotected Isatins with Cyclic Enones

Autor(es)

Gomes, Juliana C. ^{[1, 2]} ; Sirvent, Jordi ^[2] ; Moyano, Albert ^[2] ; Rodrigues, Jr., Manoel T. ^[1] ; Coelho, Fernando ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Campinas, Inst Chem, Lab Synth Nat Prod & Drugs, BR-13083970 Campinas, SP - Brazil

^[2] Univ Barcelona, Fac Quim, Dept Quim Organ, E-08028 Barcelona, Catalonia - Spain

• Tipo de documento: Artigo Científico
• Fonte: ORGANIC LETTERS; v. 15, n. 22, p. 5838-5841, NOV 15 2013.
• Citações Web of Science: 12

Resumo

The readily available bicyclic imidazolyl alcohol 1 is a unique catalyst for the aqueous Morita-Baylis-Hillman (MBH) reaction between unprotected isatins and cyclic enones that gives access to a variety of potentially very useful 3-substituted 3-hydroxy-2-oxindoles in an operationally simple, efficient, and environmentally friendly way. The hydroxyl group of the catalyst is believed to stabilize the betaine intermediate formed in the first step of the MBH reaction. (AU)

• Processo FAPESP: 11/20033-5 - Síntese de heterociclos utilizando adutos de Morita-Baylis-Hillman
• Beneficiário: Fernando Antonio Santos Coelho
• Modalidade de apoio: Auxílio à Pesquisa - Regular