Literature DB >> 22039964

Direct condensation of sulfonamide and formamide: NaI-catalyzed synthesis of N-sulfonyl formamidine using TBHP as oxidant.

Shulin Chen1, Yuan Xu, Xiaobing Wan.   

Abstract

A new N-sulfonyl formamidine synthesis was developed via NaI-catalyzed direct condensation of sulfonamide and formamide. The green methodology is featured by high atom economy, easily available starting materials, the lack of need for a transition-metal catalyst, no requirement of hazardous reagent, operational simplicity, and good tolerance with diverse functional groups. Mechanistic studies suggest that the protocol proceeds based upon in situ generated TsN·NaI.

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Year:  2011        PMID: 22039964     DOI: 10.1021/ol2024604

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


  4 in total

1.  Transition metal- and catalyst-free one-pot green method for the synthesis of N-sulfonyl amidines via direct reaction of sulfonyl azides with amines.

Authors:  Babak Kaboudin; Saeed Torabi; Foad Kazemi; Hiroshi Aoyama
Journal:  RSC Adv       Date:  2020-07-17       Impact factor: 4.036

2.  Regioselective synthesis of heterocyclic N-sulfonyl amidines from heteroaromatic thioamides and sulfonyl azides.

Authors:  Vladimir Ilkin; Vera Berseneva; Tetyana Beryozkina; Tatiana Glukhareva; Lidia Dianova; Wim Dehaen; Eugenia Seliverstova; Vasiliy Bakulev
Journal:  Beilstein J Org Chem       Date:  2020-12-01       Impact factor: 2.883

3.  Catalyst-free one-pot, four-component approach for the synthesis of di- and tri-substituted N-sulfonyl formamidines.

Authors:  Ai-Ran Liu; Lei Zhang; Jiao Li; Abudureheman Wusiman
Journal:  RSC Adv       Date:  2021-04-27       Impact factor: 3.361

4.  Rapid and efficient synthesis of formamidines in a catalyst-free and solvent-free system.

Authors:  Zitong Zhou; Yu Zhao; Donghua Zhou; Li Li; Hui Luo; Liao Cui; Weiguang Yang
Journal:  RSC Adv       Date:  2021-10-18       Impact factor: 4.036

  4 in total

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