Literature DB >> 27539888

[3 + 2] cycloaddition and subsequent oxidative dehydrogenation between alkenes and diazo compounds: a simple and direct approach to pyrazoles using TBAI/TBHP.

Ying Shao1, Jingjing Tong, Yanwei Zhao, Hao Zheng, Liang Ma, Meihua Ma, Xiaobing Wan.   

Abstract

A novel Bu4NI-catalyzed pyrazole formation reaction is well described via sequential [3 + 2] cycloaddition and oxidative dehydrogenation reactions using TBHP as the primary oxidant. In comparison with previous cases toward pyrazoles from alkenes and diazo compounds, alkenes without a pre-organized leaving group were applied in this transformation. In addition, this methodology was distinguished by its broad substrate scope, commercially available inexpensive starting materials, high atom economy and operational simplicity.

Entities:  

Year:  2016        PMID: 27539888     DOI: 10.1039/c6ob01522k

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


  2 in total

1.  Visible Light Induced Brønsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones.

Authors:  Ziyan Zhang; Nikita Kvasovs; Anastasiia Dubrovina; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-23       Impact factor: 15.336

2.  Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes.

Authors:  Mei-Mei Li; Hui Huang; Wanrong Tian; Yiru Pu; Chaozheng Zhang; Jirui Yang; Qing Ren; Feiyan Tao; Yun Deng; Jun Lu
Journal:  RSC Adv       Date:  2022-04-29       Impact factor: 4.036

  2 in total

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