Literature DB >> 24188034

Aqueous Morita-Baylis-Hillman reaction of unprotected isatins with cyclic enones.

Juliana C Gomes1, Jordi Sirvent, Albert Moyano, Manoel T Rodrigues, Fernando Coelho.   

Abstract

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.

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Year:  2013        PMID: 24188034     DOI: 10.1021/ol4029034

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Amino acid ionic liquids as catalysts in a solvent-free Morita-Baylis-Hillman reaction.

Authors:  Mathias Prado Pereira; Rafaela de Souza Martins; Marcone Augusto Leal de Oliveira; Fernanda Irene Bombonato
Journal:  RSC Adv       Date:  2018-07-02       Impact factor: 4.036

2.  Morita-Baylis-Hillman reaction of acrylamide with isatin derivatives.

Authors:  Radhey Mohan Singh; Kishor Chandra Bharadwaj; Dharmendra Kumar Tiwari
Journal:  Beilstein J Org Chem       Date:  2014-12-12       Impact factor: 2.883

3.  An Artificial Cofactor Catalyzing the Baylis-Hillman Reaction with Designed Streptavidin as Protein Host*.

Authors:  Horst Lechner; Vincent R Emann; M Breuning; Birte Höcker
Journal:  Chembiochem       Date:  2021-02-16       Impact factor: 3.164

  3 in total

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