Literature DB >> 25635949

Selective hydrogenation of indolizines: an expeditious approach to derive tetrahydroindolizines and indolizidines from morita-baylis-hillman adducts.

Bruno V M Teodoro1, José Tiago M Correia, Fernando Coelho.   

Abstract

In this study, we describe the hydrogenation of indolizines derived from Morita-Baylis-Hillman adducts. We demonstrate that functionalized tetrahydroindolizines and indolizidines can be prepared selectively, at low pressure, by simply adjusting the acidity of the medium. Using this simple and straightforward strategy, substituted tetrahydroindolizines and indolizidines were obtained diastereoselectively in high yield.

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Year:  2015        PMID: 25635949     DOI: 10.1021/jo502471q

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


  4 in total

1.  P4O10/TfOH mediated domino condensation-cyclization of amines with diacids: a route to indolizidine alkaloids under catalyst- and solvent-free conditions.

Authors:  Ketan S Mandrekar; Santosh G Tilve
Journal:  RSC Adv       Date:  2022-06-15       Impact factor: 4.036

2.  Gold-catalyzed bicyclic annulations of 4-methoxy-1,2-dienyl-5-ynes with isoxazoles to form indolizine derivatives via an Au-π-allene intermediate.

Authors:  Antony Sekar Kulandai Raj; Kuo-Chen Tan; Liang-Yu Chen; Mu-Jeng Cheng; Rai-Shung Liu
Journal:  Chem Sci       Date:  2019-05-22       Impact factor: 9.825

3.  Origin of the Diastereoselectivity of the Heterogeneous Hydrogenation of a Substituted Indolizine.

Authors:  Rodrigo A Cormanich; Lucas A Zeoly; Hugo Santos; Nilton S Camilo; Michael Bühl; Fernando Coelho
Journal:  J Org Chem       Date:  2020-08-26       Impact factor: 4.354

Review 4.  Selective Arene Hydrogenation for Direct Access to Saturated Carbo- and Heterocycles.

Authors:  Mario P Wiesenfeldt; Zackaria Nairoukh; Toryn Dalton; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-29       Impact factor: 15.336

  4 in total

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