Literature DB >> 28358153

Domino reaction of cyclic sulfamidate imines with Morita-Baylis-Hillman acetates promoted by DABCO: a metal-free approach to functionalized nicotinic acid derivatives.

Debashis Majee1, Soumen Biswas, Shaikh M Mobin, Sampak Samanta.   

Abstract

A facile, green, metal-free new one-pot synthetic strategy has been developed for easy access to a wide array of medicinally promising functionalized pyridines having an ester, a nitrile or an acetyl group at the C-3 position in good to excellent yields via a domino SN2/elimination/6π-aza-electrocyclization/aromatization reaction of several 4-aryl/hetero-aryl-substituted 5-membered cyclic sulfamidate imines with a broad range of MBH acetates of acrylate/acrylonitrile/MVK in 2-MeTHF promoted by DABCO as an organobase under an O2 atmosphere. Moreover, a biologically interesting triazolopyridine derivative was achieved through a unique procedure.

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Year:  2017        PMID: 28358153     DOI: 10.1039/c7ob00240h

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


  2 in total

1.  DABCO- and DBU-promoted one-pot reaction of N-sulfonyl ketimines with Morita-Baylis-Hillman carbonates: a sequential approach to (2-hydroxyaryl)nicotinate derivatives.

Authors:  Soumitra Guin; Raman Gupta; Debashis Majee; Sampak Samanta
Journal:  Beilstein J Org Chem       Date:  2018-11-02       Impact factor: 2.883

2.  Sulfonylation of 1,4-Diazabicyclo[2.2.2]octane: Charge-Transfer Complex Triggered C-N Bond Cleavage.

Authors:  Ying Fu; Qin-Shan Xu; Quan-Zhou Li; Ming-Peng Li; Chun-Zhao Shi; Zhengyin Du
Journal:  ChemistryOpen       Date:  2019-01-28       Impact factor: 2.911

  2 in total

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