Literature DB >> 25350833

One-pot synthesis of pyrrole-2-carboxylates and -carboxamides via an electrocyclization/oxidation sequence.

Dennis Imbri1, Natalie Netz, Murat Kucukdisli, Lisa Marie Kammer, Philipp Jung, Annika Kretzschmann, Till Opatz.   

Abstract

An electrocyclic ring closure is the key step of an efficient one-pot method for the synthesis of pyrrole-2-carboxylates and -carboxamides from chalcones and glycine esters or amides. The 3,4-dihydro-2H-pyrrole intermediates generated in situ are oxidized to the corresponding pyrroles by stoichiometric oxidants or by catalytic copper(II) and air in moderate to high yields. A wide range of functional groups are tolerated, and further combination with an in situ bromination gives access to polyfunctional pyrrole scaffolds.

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Year:  2014        PMID: 25350833     DOI: 10.1021/jo5021823

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Synthesis of unsymmetrically tetrasubstituted pyrroles and studies of AIEE in pyrrolo[1,2-a]pyrimidine derivatives.

Authors:  Taian Li; Mong-Feng Chiou; Yajun Li; Changqing Ye; Min Su; Mengyu Xue; Xiaobin Yuan; Chuanchuan Wang; Wen-Ming Wan; Daliang Li; Hongli Bao
Journal:  Chem Sci       Date:  2022-04-20       Impact factor: 9.969

2.  Facile Synthesis of NH-Free 5-(Hetero)Aryl-Pyrrole-2-Carboxylates by Catalytic C-H Borylation and Suzuki Coupling.

Authors:  Saba Kanwal; Noor-Ul- Ann; Saman Fatima; Abdul-Hamid Emwas; Meshari Alazmi; Xin Gao; Maha Ibrar; Rahman Shah Zaib Saleem; Ghayoor Abbas Chotana
Journal:  Molecules       Date:  2020-04-30       Impact factor: 4.411

Review 3.  Metal-mediated synthesis of pyrrolines.

Authors:  Noelia S Medran; Agustina La-Venia; Sebastian A Testero
Journal:  RSC Adv       Date:  2019-02-27       Impact factor: 4.036

  3 in total

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