Literature DB >> 14986971

Tunable carbon-carbon and carbon-sulfur cross-coupling of boronic acids with 3,4-dihydropyrimidine-2-thiones.

Alenka Lengar1, C Oliver Kappe.   

Abstract

Direct microwave-assisted Pd(0)-catalyzed/Cu(I)-mediated carbon-carbon cross-coupling of 3,4-dihydropyrimidine-2-thiones and boronic acids under Liebeskind-Srogl conditions leads to 2-aryl-1,4-dihydropyrimidines in moderate to high yield. In contrast, Cu(II)-mediated reaction of the same substrates leads to carbon-sulfur cross-coupling. [reaction: see text]

Entities:  

Year:  2004        PMID: 14986971     DOI: 10.1021/ol036496h

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


  6 in total

Review 1.  Advances in microwave-assisted combinatorial chemistry without polymer-supported reagents.

Authors:  Rafael Martínez-Palou
Journal:  Mol Divers       Date:  2006-08-01       Impact factor: 2.943

2.  Palladium-catalyzed, copper(I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids.

Authors:  Zhihui Zhang; Lanny S Liebeskind
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

3.  A new paradigm for carbon-carbon bond formation: aerobic, copper-templated cross-coupling.

Authors:  Janette M Villalobos; Jiri Srogl; Lanny S Liebeskind
Journal:  J Am Chem Soc       Date:  2007-11-30       Impact factor: 15.419

4.  One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea.

Authors:  Mohammad Abbasi; Reza Khalifeh
Journal:  Beilstein J Org Chem       Date:  2015-07-28       Impact factor: 2.883

Review 5.  Transition metal catalyzed synthesis of aryl sulfides.

Authors:  Chad C Eichman; James P Stambuli
Journal:  Molecules       Date:  2011-01-17       Impact factor: 4.411

6.  Aerobic copper-promoted oxidative dehydrosulfurative carbon-oxygen cross-coupling of 3,4-dihydropyrimidine-1H-2-thiones with alcohols.

Authors:  Jihong Lee; Yujeong Kwon; Dong-Chan Lee; Jeong-Hun Sohn
Journal:  RSC Adv       Date:  2021-11-17       Impact factor: 3.361

  6 in total

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