Literature DB >> 15228305

Catalytic multicomponent synthesis of highly substituted pyrroles utilizing a one-pot sila-Stetter/Paal-Knorr strategy.

Ashwin R Bharadwaj1, Karl A Scheidt.   

Abstract

[reaction: see text] A multicomponent synthesis of highly substituted pyrroles catalyzed by thiazolium salts has been disclosed. The reaction employs an acyl anion conjugate addition reaction of acylsilanes (sila-Stetter) and unsaturated ketones to generate 1,4-dicarbonyl compounds in situ. The subsequent addition of various amines promotes a Paal-Knorr reaction, affording the desired pyrrole nucleus in an efficient one-pot process.

Entities:  

Year:  2004        PMID： 15228305     DOI： 10.1021/ol049044t

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


  16 in total

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5.  Cascade bicyclizations of o-alkynyl aldehydes with thiazolium salts: a new access toward poly-functionalized indeno[2,1-b]pyrroles.

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7.  Metallophosphite-induced nucleophilic acylation of alpha,beta-unsaturated amides: facilitated catalysis by a diastereoselective retro [1,4] Brook rearrangement.

Authors:  Mary R Nahm; Xin Linghu; Justin R Potnick; Christopher M Yates; Peter S White; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2005-04-15       Impact factor: 15.336

8.  The Catalytic Asymmetric Intramolecular Stetter Reaction.

Authors:  Javier Read de Alaniz; Tomislav Rovis
Journal:  Synlett       Date:  2009-05       Impact factor: 2.454

9.  Efficient and green synthesis of tetrasubstituted pyrroles promoted by task-specific basic ionic liquids as catalyst in aqueous media.

Authors:  Issa Yavari; Elaheh Kowsari
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

10.  Metallophosphite-catalyzed asymmetric acylation of alpha,beta-unsaturated amides.

Authors:  Mary R Nahm; Justin R Potnick; Peter S White; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419
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