Palladium-catalyzed propargylative and allenylative dearomatization of 2-(chloromethyl)thiophenes: Remarkable effect of solvents

Aziz Ullah, Sheng Zhang, Ming Bao, Yoshinori Yamamoto, Abdulrahman I. Almansour, Natarajan Arumugam, Raju Suresh Kumar

Research output: Contribution to journalJournal articlepeer-review

3 Scopus citations

Abstract

Palladium-catalyzed a solvent-dependent product distribution in the propargylative and allenylative dearomatization reaction of 2-(chloromethyl)thiophenes with allenyltributylstannane under mild conditions is reported in this study. In the coordinating solvent acetonitrile, the propargylative dearomatization reaction selectively occurred to produce only the propargylic compounds with satisfactory to good yield. In the uncoordinating solvent dichloromethane, allenic compounds were obtained as major products with a small amount of propargylic compounds.

Original languageEnglish
Pages (from-to)170-175
Number of pages6
JournalTetrahedron
Volume72
Issue number1
DOIs
StatePublished - 7 Jan 2016
Externally publishedYes

Keywords

  • Dearomatization
  • Palladium
  • Thiophene

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