Literature DB >> 11101375

N-Acylbenzotriazoles: neutral acylating reagents for the preparation of primary, secondary, and tertiary amides

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Abstract

Readily available N-acylbenzotriazoles 2a-q efficiently acylate aqueous ammonia and primary and secondary amines to give primary, secondary, and tertiary amides in good to excellent yields. The wide applicability of the procedure is illustrated by the preparation of (i) alpha-hydroxyamides from alpha-hydroxy acids and of (ii) perfluoroalkylated amides.

Entities:  

Year:  2000        PMID: 11101375     DOI: 10.1021/jo000792f

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


  11 in total

1.  A General and Practical Palladium-Catalyzed Direct α-Arylation of Amides with Aryl Halides.

Authors:  Bing Zheng; Tiezheng Jia; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

2.  On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: regarding alleged formimidate carboxylate mixed anhydrides.

Authors:  Xuechen Li; Yu Yuan; William F Berkowitz; Louis J Todaro; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2008-09-11       Impact factor: 15.419

3.  Synthesis and bioassay of improved mosquito repellents predicted from chemical structure.

Authors:  Alan R Katritzky; Zuoquan Wang; Svetoslav Slavov; Maia Tsikolia; Dimitar Dobchev; Novruz G Akhmedov; C Dennis Hall; Ulrich R Bernier; Gary G Clark; Kenneth J Linthicum
Journal:  Proc Natl Acad Sci U S A       Date:  2008-05-27       Impact factor: 11.205

4.  Simple Synthesis of Amides and Weinreb Amides via Use of PPh3 or Polymer-Supported PPh3 and Iodine.

Authors:  Amit Kumar; Hari Kiran Akula; Mahesh K Lakshman
Journal:  European J Org Chem       Date:  2010-05

5.  1-Methane-sulfonyl-1H-1,2,3-benzotriazole.

Authors:  Petr Stěpnička; Hana Solařová; Ivana Císařová
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-20

6.  Synthesis of highly functionalized 2,2'-bipyridines by cyclocondensation of β-ketoenamides - scope and limitations.

Authors:  Paul Hommes; Hans-Ulrich Reissig
Journal:  Beilstein J Org Chem       Date:  2016-06-09       Impact factor: 2.883

7.  Highly selective acylation of polyamines and aminoglycosides by 5-acyl-5-phenyl-1,5-dihydro-4H-pyrazol-4-ones.

Authors:  Kostiantyn O Marichev; Estevan C Garcia; Kartick C Bhowmick; Daniel J Wherritt; Hadi Arman; Michael P Doyle
Journal:  Chem Sci       Date:  2017-08-30       Impact factor: 9.825

8.  Walking and rolling of crystals induced thermally by phase transition.

Authors:  Takuya Taniguchi; Haruki Sugiyama; Hidehiro Uekusa; Motoo Shiro; Toru Asahi; Hideko Koshima
Journal:  Nat Commun       Date:  2018-02-07       Impact factor: 14.919

9.  Synthesis of Fluorinated Amide Derivatives via a Radical N-Perfluoroalkylation-Defluorination Pathway.

Authors:  Zhiyao Zheng; Angela van der Werf; Marie Deliaval; Nicklas Selander
Journal:  Org Lett       Date:  2020-03-25       Impact factor: 6.005

10.  An Efficient Greener Approach for N-Acylation of Amines in Water Using Benzotriazole Chemistry.

Authors:  Tarek S Ibrahim; Israa A Seliem; Siva S Panda; Amany M M Al-Mahmoudy; Zakaria K M Abdel-Samii; Nabil A Alhakamy; Hani Z Asfour; Mohamed Elagawany
Journal:  Molecules       Date:  2020-05-28       Impact factor: 4.411

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