Doyle-kirmse reaction using triazoles leading to one-pot multifunctionalization of terminal alkynes

Tomoya Miura, Takamasa Tanaka, Akira Yada, Masahiro Murakami

Research output: Contribution to journalReview articlepeer-review

59 Citations (Scopus)

Abstract

1-Sulfonyl-1,2,3-triazoles undergo a Doyle-Kirmse reaction upon treatment with allylic sulfides in the presence of a rhodium(II) catalyst to afford α-allyl-α-sulfanylimines. Terminal alkynes are regioselectively multifunctionalized by the introduction of C-N, C-S, and C-C bonds through a one-pot sequence consisting of a [3 + 2] dipolar cycloaddition reaction with azide and subsequent Doyle-Kirmse reaction.

Original languageEnglish
Pages (from-to)1308-1310
Number of pages3
JournalChemistry Letters
Volume42
Issue number10
DOIs
Publication statusPublished - 2013
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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