Literature DB >> 17311390

Copper-catalyzed vinylation of hydrazides. A regioselective entry to highly substituted pyrroles.

Marta Rodríguez Rivero1, Stephen L Buchwald.   

Abstract

A modular route to highly substituted pyrroles has been developed. This transformation consists of two sequential copper-catalyzed vinylations of bis-Boc-hydrazine followed by thermal rearrangement/cyclization. A wide variety of functionalized pyrroles can be prepared in a selective manner from simple and easily accessible precursors. [reaction: see text]

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Year:  2007        PMID： 17311390     DOI： 10.1021/ol062978s

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


  11 in total

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3.  One-step continuous flow synthesis of highly substituted pyrrole-3-carboxylic acid derivatives via in situ hydrolysis of tert-butyl esters.

Authors:  Ananda Herath; Nicholas D P Cosford
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4.  Synthesis of polysubstituted pyrroles from sulfinimines (N-sulfinyl imines).

Authors:  Franklin A Davis; Kerisha A Bowen; He Xu; Venkata Velvadapu
Journal:  Tetrahedron       Date:  2008-05-05       Impact factor: 2.457

5.  Spiroacetal formation through telescoped cycloaddition and carbon-hydrogen bond functionalization: total synthesis of bistramide A.

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Journal:  Angew Chem Int Ed Engl       Date:  2014-09-04       Impact factor: 15.336

6.  RECENT SYNTHETIC DEVELOPMENTS AND APPLICATIONS OF THE ULLMANN REACTION. A REVIEW.

Authors:  Hao Lin; Dianqing Sun
Journal:  Org Prep Proced Int       Date:  2013       Impact factor: 1.628

7.  First application of an efficient and versatile ligand for copper-catalyzed cross-coupling reactions of vinyl halides with N-heterocycles and phenols.

Authors:  M Shahjahan Kabir; Michael Lorenz; Ojas A Namjoshi; James M Cook
Journal:  Org Lett       Date:  2010-02-05       Impact factor: 6.005

8.  N,N-Bis(2,2-dimethyl-propano-yl)benzene-1,3-dicarbohydrazide.

Authors:  Hoong-Kun Fun; Suchada Chantrapromma; Subrata Jana; Anita Hazra; Shyamaprosad Goswami
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2007-12-06

9.  One-pot synthesis of novel 2,3-dihydro-1H-indazoles.

Authors:  Gary W Breton; Antonio J Lepore
Journal:  Molecules       Date:  2011-11-16       Impact factor: 4.411

10.  Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles.

Authors:  Wei Wen Tan; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2015-08-03       Impact factor: 9.825
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