Literature DB >> 21428288

Facile amide bond formation from carboxylic acids and isocyanates.

Kaname Sasaki1, David Crich.   

Abstract

A wide variety of carboxylic acids in the form of their salts condense with aryl isocyanates at room temperature with loss of carbon dioxide to give the corresponding amides in high yield. Application of the reaction to acyl isocyanates gives unsymmetric imides. The reaction is compatible with hydroxyl groups and both Fmoc and Boc protecting groups for amines and is applicable to aliphatic, aromatic, and heteroaromatic acids.

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Year:  2011        PMID: 21428288     DOI: 10.1021/ol200531k

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


  3 in total

1.  Mild oxidation of tosylmethylisocyanide to tosylmethylisocyanate: utility in synthetic and medicinal chemistry.

Authors:  Hoang V Le; Bruce Ganem
Journal:  Tetrahedron Lett       Date:  2014-03-19       Impact factor: 2.415

2.  Exploring New Structural Features of the 18β-Glycyrrhetinic Acid Scaffold for the Inhibition of Anaplastic Lymphoma Kinase.

Authors:  Dong Cai; ZhiHua Zhang; Yu Chen; YanYan Zhang; YuQi Sun; YiXia Gong
Journal:  Molecules       Date:  2019-10-08       Impact factor: 4.411

3.  Imido-substituted triazines as dehydrative condensing reagents for the chemoselective formation of amides in the presence of free hydroxy groups.

Authors:  Masanori Kitamura; Suguru Sasaki; Riho Nishikawa; Kohei Yamada; Munetaka Kunishima
Journal:  RSC Adv       Date:  2018-06-20       Impact factor: 3.361

  3 in total

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