BF3·OEt2 catalyzed [4 + 2] cycloaddition reactions of N-aryl Schiff's bases with 1-alkenyl, 1, 2-propadienyl, and 1-alkynyl sulfides

Koichi Narasaka, Takanori Shibata

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

[4 + 2] Cycloaddition reaction proceeds between N-aryl Schiffs bases and 1-alkenyl sulfides, a 1, 2-propadienyl sulfide, or 1-alkynyl sulfides in the presence of BF3·OEt2 to provide 2-substituted quinoline derivatives. A 2-alkyl-4-quinolone alkaloid, leptomerine, is prepared by applying the present cycloaddition reaction.

Original languageEnglish
Pages (from-to)1039-1053
Number of pages15
JournalHeterocycles
Volume35
Issue number2
Publication statusPublished - 1993 May 1
Externally publishedYes

Fingerprint

Cycloaddition
Schiff Bases
Cycloaddition Reaction
Sulfides
4-Quinolones
Alkaloids
Derivatives

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

BF3·OEt2 catalyzed [4 + 2] cycloaddition reactions of N-aryl Schiff's bases with 1-alkenyl, 1, 2-propadienyl, and 1-alkynyl sulfides. / Narasaka, Koichi; Shibata, Takanori.

In: Heterocycles, Vol. 35, No. 2, 01.05.1993, p. 1039-1053.

Research output: Contribution to journalArticle

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