Cine substitution in fused chlorocyclobutanones by N, S and C nucleophiles. Oxyallyl cations and an unusual diner formation.

Alfred Hassner, Simha Naidorf-Neir, Hugo E. Gottlieb

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

Chlorocyclobutanone 1 was shown for the first time to react with S-, N-, and C-nucleophiles to produce cine substitution products, which apparently arise via an oxyallyl cation species 2. With some nucleophiles, the cine product is accompanied by an unusual dimer involving bond formation between two tertiary carbons.

Original languageEnglish
Pages (from-to)2181-2184
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number15
DOIs
StatePublished - 1990

Fingerprint

Dive into the research topics of 'Cine substitution in fused chlorocyclobutanones by N, S and C nucleophiles. Oxyallyl cations and an unusual diner formation.'. Together they form a unique fingerprint.

Cite this