Facile deprotection of dithioacetals by using a novel 1,4-benzoquinone/cat. NaI system

Kiyofumi Inamoto, Tetsuya Yamada, Sei Ichi Kato, Shoko Kikkawa, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

The combination of 1,4-benzoquinone and a catalytic amount of NaI was found to be effective for the deprotection of dithioacetals. The reactions proceeded efficiently under mild, near-neutral reaction conditions, producing a wide range of aryl and alkyl aldehydes and ketones generally in high yields with good functional group compatibility. The method developed therefore represents a general, facile, and highly applicable approach for deprotecting dithioacetals.

Original languageEnglish
Pages (from-to)9192-9199
Number of pages8
JournalTetrahedron
Volume69
Issue number44
DOIs
Publication statusPublished - 2013 Nov 4
Externally publishedYes

Keywords

  • 1,3-Dithianes
  • Aldehydes
  • Deprotection
  • Desulfurization
  • Ketones

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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