Literature DB >> 19438258

Simple conversion of enamines to 2H-azirines and their rearrangements under thermal conditions.

Xiaoxun Li1, Yunfei Du, Zhidan Liang, Xiangke Li, Yan Pan, Kang Zhao.   

Abstract

A variety of substituted enamine derivatives were first found to be conveniently converted to the corresponding 2H-azirines mediated by phenyliodine (III) diacetate (PIDA). The formed 2-aryl-2H-azirines could be applied in the synthesis of indole-3-carbonitriles or isoxazoles via thermal rearrangements.

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Year:  2009        PMID： 19438258     DOI： 10.1021/ol9006663

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


  8 in total

1.  Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.

Authors:  Samaresh Jana; Mack D Clements; Barry K Sharp; Nan Zheng
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

2.  Multicomponent Pyrazole Synthesis from Alkynes, Nitriles, and Titanium Imido Complexes via Oxidatively Induced N-N Bond Coupling.

Authors:  Adam J Pearce; Robin P Harkins; Benjamin R Reiner; Alexander C Wotal; Rachel J Dunscomb; Ian A Tonks
Journal:  J Am Chem Soc       Date:  2020-02-20       Impact factor: 15.419

3.  Design and synthesis of mycobacterial pks13 inhibitors: Conformationally rigid tetracyclic molecules.

Authors:  Wei Zhang; Ling-Ling Liu; Shichun Lun; Shuang-Shuang Wang; Shiqi Xiao; Hendra Gunosewoyo; Fan Yang; Jie Tang; William R Bishai; Li-Fang Yu
Journal:  Eur J Med Chem       Date:  2021-01-21       Impact factor: 6.514

4.  3,5-dimethylisoxazoles act as acetyl-lysine-mimetic bromodomain ligands.

Authors:  David S Hewings; Minghua Wang; Martin Philpott; Oleg Fedorov; Sagar Uttarkar; Panagis Filippakopoulos; Sarah Picaud; Chaitanya Vuppusetty; Brian Marsden; Stefan Knapp; Stuart J Conway; Tom D Heightman
Journal:  J Med Chem       Date:  2011-09-06       Impact factor: 7.446

5.  Hypervalent iodine(III)-induced methylene acetoxylation of 3-oxo-N-substituted butanamides.

Authors:  Wei-Bing Liu; Cui Chen; Qing Zhang; Zhi-Bo Zhu
Journal:  Beilstein J Org Chem       Date:  2011-10-19       Impact factor: 2.883

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.  Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

Authors:  Jiyun Sun; Xiaohua Zhen; Huaibin Ge; Guangtao Zhang; Xuechan An; Yunfei Du
Journal:  Beilstein J Org Chem       Date:  2018-06-15       Impact factor: 2.883

8.  Investigation on the reactivity of α-azidochalcones with carboxylic acids: Formation of α-amido-1,3-diketones and highly substituted 2-(trifluoromethyl)oxazoles.

Authors:  Kandasamy Rajaguru; Arumugam Mariappan; Rajendran Suresh; Periasamy Manivannan; Shanmugam Muthusubramanian
Journal:  Beilstein J Org Chem       Date:  2015-10-29       Impact factor: 2.883
  8 in total

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