Please use this identifier to cite or link to this item:
|Title:||Intermolecular Stetter Reactions On Morita-baylis-hillman Adducts: An Approach To Highly Functionalized 1,4-dicarbonyl Compounds|
Intermolecular stetter reactions on Morita‐Baylis‐Hillman adducts: an approach to highly functionalized 1,4‐dicarbonyl compounds
|Author:||Gomes, Ralph C.|
Barcelos, Rosimeire C.
Rodrigues, Jr., Manoel T.
|Abstract:||We reported herein an N-heterocyclic carbene (NHC)-mediated intermolecular Stetter reaction between oxidized Morita-Baylis-Hillman (MBH) adducts and a variety of aldehydes. This protocol allows the synthesis of highly functionalized 1,4-dicarbonyl compounds. The reaction is an alternative approach to these compounds using commercially available starting materials. This metal-free process exhibits a wide substrate scope, excellent atom economy, compatibility with functionalized substrates and mild reaction conditions. The 1,4-dicarbonyl compounds were prepared in two steps via MBH reactions with overall yields up to 99%. This protocol is easily scalable. The synthetic usefulness of this method was demonstrated in a high yield synthesis of a tri-substituted pyrrole used as an advanced intermediate in the total synthesis of kinase inhibitors as well as in the synthesis of another heterocycles.|
We reported herein an N‐heterocyclic carbene (NHC)‐mediated intermolecular Stetter reaction between oxidized Morita‐Baylis‐Hillman (MBH) adducts and a variety of aldehydes. This protocol allows the synthesis of highly functionalized 1,4‐dicarbonyl compoun
|Citation:||Chemistryselect. Wiley-v C H Verlag Gmbh, v. 2, p. 926 - 930, 2017.|
|Appears in Collections:||IQ - Artigos e Outros Documentos|
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.