Literature DB >> 12839476

Increasing rates and scope of reactions: sluggish amines in microwave-heated aminocarbonylation reactions under air.

Johan Wannberg1, Mats Larhed.   

Abstract

Commercially available molybdenum hexacarbonyl serves as a convenient and solid carbon monoxide source in palladium-catalyzed aminocarbonylations of aryl bromides and iodides. This improved microwave protocol, relying on DBU as base and THF as solvent, enables rapid couplings using otherwise sluggish anilines, tert-butylamine, and free amino acids. In addition, Cr(CO)(6) and W(CO)(6) were found to be useful alternative CO-releasing reagents. Altogether, 16 different aromatic amides were synthesized under air in 35-95% yield after only 15 min of controlled microwave irradiation.

Entities:  

Year:  2003        PMID: 12839476     DOI: 10.1021/jo034382d

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 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.  Kinetic analysis of N-alkylaryl carboxamide hexitol nucleotides as substrates for evolved polymerases.

Authors:  Marleen Renders; Shrinivas Dumbre; Mikhail Abramov; Donaat Kestemont; Lia Margamuljana; Eric Largy; Christopher Cozens; Julie Vandenameele; Vitor B Pinheiro; Dominique Toye; Jean-Marie Frère; Piet Herdewijn
Journal:  Nucleic Acids Res       Date:  2019-03-18       Impact factor: 16.971

3.  Application of molecular topology for the prediction of reaction yields and anti-inflammatory activity of heterocyclic amidine derivatives.

Authors:  Jordi Pla-Franco; María Gálvez-Llompart; Jorge Gálvez; Ramón García-Domenech
Journal:  Int J Mol Sci       Date:  2011-02-22       Impact factor: 5.923

4.  Palladium catalysed carbonylation of 2-iodoglycals for the synthesis of C-2 carboxylic acids and aldehydes taking formic acid as a carbonyl source.

Authors:  Ajaz Ahmed; Nazar Hussain; Monika Bhardwaj; Anuj Kumar Chhalodia; Amit Kumar; Debaraj Mukherjee
Journal:  RSC Adv       Date:  2019-07-17       Impact factor: 4.036

5.  Synthesis of 4H-Benzo[e][1,3]oxazin-4-ones by a Carbonylation-Cyclization Domino Reaction of ortho-Halophenols and Cyanamide.

Authors:  Linda Åkerbladh; Shiao Y Chow; Luke R Odell; Mats Larhed
Journal:  ChemistryOpen       Date:  2017-08-16       Impact factor: 2.911

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.