Literature DB >> 17428099

A novel multicomponent reaction of arynes, beta-keto sulfones, and michael-type acceptors: a direct synthesis of polysubstituted naphthols and naphthalenes.

Xian Huang1, Jian Xue.   

Abstract

A novel multicomponent reaction of arynes, beta-keto sulfones, and Michael-type acceptors is presented, providing an efficient method for the synthesis of polysubstituted naphthols and polysubstituted naphthalenes. Further investigation suggests that the tandem reaction may proceed via a sequential nucleophilic attack to arynes, intramolecular nucleophilic substitution followed by a Michael addition, and a ring closure-elimination process.

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Year:  2007        PMID: 17428099     DOI: 10.1021/jo070241q

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


  3 in total

1.  Total syntheses of HMP-Y1, hibarimicinone, and HMP-P1.

Authors:  Brian B Liau; Benjamin C Milgram; Matthew D Shair
Journal:  J Am Chem Soc       Date:  2012-09-26       Impact factor: 15.419

2.  Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones.

Authors:  Yuesi Fang; Donald C Rogness; Richard C Larock; Feng Shi
Journal:  J Org Chem       Date:  2012-07-10       Impact factor: 4.354

3.  Mild aromatic palladium-catalyzed protodecarboxylation: kinetic assessment of the decarboxylative palladation and the protodepalladation steps.

Authors:  Joshua S Dickstein; John M Curto; Osvaldo Gutierrez; Carol A Mulrooney; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

  3 in total

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