Literature DB >> 28641015

A Regioselective Approach to Trisubstituted Pyrazoles via Palladium-Catalyzed Oxidative Sonogashira-Carbonylation of Arylhydrazines.

Yongliang Tu1, Zhenming Zhang1, Tao Wang1, Jiamei Ke1, Junfeng Zhao1.   

Abstract

A palladium-catalyzed oxidative carbonylation of arylhydrazines and alkynes with balloon pressure CO/O2 to afford trisubstituted pyrazoles in a one-pot manner has been developed. The formation of trisubstituted pyrazoles involves a sequential C-N bond cleavage, carbonylation, Sonogashira coupling, Michael addition, and intramolecular condensation cyclization tandem process. An unprecedented oxidative Sonogashira-carbonylation reaction of arylhydrazine plays a key role for such a facile approach to pyrazoles.

Entities:  

Year:  2017        PMID： 28641015     DOI： 10.1021/acs.orglett.7b01447

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


  3 in total

1.  The synthesis of quinolines via denitrogenative palladium-catalyzed cascade reaction of o-aminocinnamonitriles with arylhydrazines.

Authors:  Jing Xie; Hang Huang; Tong Xu; Renhao Li; Jiuxi Chen; Xueting Ye
Journal:  RSC Adv       Date:  2020-03-03       Impact factor: 4.036

2.  Synthesis of d-glyco-alkynone derivatives via carbonylative Sonogashira reaction.

Authors:  Mariana P Darbem; C Henrique A Esteves; Isadora M de Oliveira; Joel S Reis; Daniel C Pimenta; Hélio A Stefani
Journal:  RSC Adv       Date:  2019-03-25       Impact factor: 4.036

3.  Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination.

Authors:  Sándor B Ötvös; Ádám Georgiádes; Dániel Ozsvár; Ferenc Fülöp
Journal:  RSC Adv       Date:  2019-03-13       Impact factor: 4.036
  3 in total

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