Literature DB >> 27183893

Enolate-mediated 1,3-dipolar cycloaddition reaction of β-functionalized ketones with nitrile oxides: direct access to 3,4,5-trisubstituted isoxazoles.

Xiao Zhou1, Xianhong Xu, Zhenyan Shi, Kun Liu, Hua Gao, Wenjun Li.   

Abstract

TMG-catalyzed [3 + 2] organocatalytic 1,3-dipolar cycloaddition reactions of β-functionalized ketones with nitrile oxides have been developed. This strategy could generate 3,4,5-trisubstituted isoxazoles in high yields and regioselectivities.

Entities:  

Year:  2016        PMID： 27183893     DOI： 10.1039/c6ob00717a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  Catalytic Enantioselective [3 + 2] Cycloaddition of α-Keto Ester Enolates and Nitrile Oxides.

Authors:  Samuel L Bartlett; Yoshihiro Sohtome; Daisuke Hashizume; Peter S White; Miki Sawamura; Jeffrey S Johnson; Mikiko Sodeoka
Journal:  J Am Chem Soc       Date:  2017-06-15       Impact factor: 15.419

2.  Facile Synthesis of Tricyclic 1,2,4-Oxadiazolines-Fused Tetrahydro-Isoquinolines from Oxime Chlorides with 3,4-Dihydroisoquinoline Imines.

Authors:  Kaikai Wang; Yanli Li; Wei Zhang; Rongxiang Chen; Xueji Ma; Mingyue Wang; Nan Zhou
Journal:  Molecules       Date:  2022-05-10       Impact factor: 4.927

3.  Synthesis of 3,4,5-trisubstituted isoxazoles in water via a [3 + 2]-cycloaddition of nitrile oxides and 1,3-diketones, β-ketoesters, or β-ketoamides.

Authors:  Md Imran Hossain; Md Imdadul H Khan; Seong Jong Kim; Hoang V Le
Journal:  Beilstein J Org Chem       Date:  2022-04-22       Impact factor: 2.544

4.  Facile synthesis of O-acylhydroxamates via reaction of oxime chlorides with carboxylic acids.

Authors:  Kai-Kai Wang; Yan-Li Li; Ying-Chao Zhao; Shan-Shan Zhang; Rongxiang Chen; Aili Sun
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 3.361
  4 in total

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