Literature DB >> 16435839

[3+2] cross-coupling reactions of aziridines with isocyanates catalyzed by nickel(II) iodide.

Takeshi Munegumi1, Isao Azumaya, Takako Kato, Hyuma Masu, Shinichi Saito.   

Abstract

[reaction: see text]. Cycloaddition of aziridines with isocyanates proceeded smoothly in the presence of a nickel catalyst, and five iminooxazolidine derivatives were isolated in good yields. The best result was obtained when the reaction was carried out in the presence of NiI2, and a longer reaction time allowed the isomerization of the iminooxazolidine to the corresponding imidazolidinone derivatives.

Entities:  

Year:  2006        PMID: 16435839     DOI: 10.1021/ol052417l

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


  7 in total

1.  Stereoselective Lewis acid mediated (3+2) cycloadditions of N-H- and N-sulfonylaziridines with heterocumulenes.

Authors:  Robert A Craig; Nicholas R O'Connor; Alexander F G Goldberg; Brian M Stoltz
Journal:  Chemistry       Date:  2014-03-06       Impact factor: 5.236

2.  Synthesis of N-H Bearing Imidazolidinones and Dihydroimidazolones Using Aza-Heck Cyclizations.

Authors:  Feiyang Xu; Scott A Shuler; Donald A Watson
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-19       Impact factor: 15.336

3.  Coupling of Vinyl Aziridines and Isocyanates.

Authors:  Kainan Zhang; Pramod R Chopade; Janis Louie
Journal:  Tetrahedron Lett       Date:  2008       Impact factor: 2.415

4.  Density functional theory study on the reaction mechanism of synthesizing 1,3-dimethyl-2-imidazolidinone by urea method.

Authors:  Shujuan Yao; Huayong Chen; Shu Jiang; Xin Shao; Shouxin Cui
Journal:  J Mol Model       Date:  2012-07-12       Impact factor: 1.810

5.  Phosphine-Promoted [4 + 3] Annulation of Allenoate with Aziridines for Synthesis of Tetrahydroazepines: Phosphine-Dependent [3 + 3] and [4 + 3] Pathways.

Authors:  Honglei Liu; Yan Lin; Yan Zhao; Miaoren Xiao; Leijie Zhou; Qijun Wang; Cheng Zhang; Dongqi Wang; Ohyun Kwon; Hongchao Guo
Journal:  RSC Adv       Date:  2019-01-09       Impact factor: 4.036

6.  Visible-light promoted three-component tandem reaction to synthesize difluoromethylated oxazolidin-2-imine.

Authors:  Kun Bao; Jun Wei; Huihui Yan; Rong Sheng
Journal:  RSC Adv       Date:  2020-07-09       Impact factor: 4.036

Review 7.  Current updates on oxazolidinone and its significance.

Authors:  Neha Pandit; Rajeev K Singla; Birendra Shrivastava
Journal:  Int J Med Chem       Date:  2012-02-26
  7 in total

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