Halogenation of Xanthenyl and Thioxanthenylallenes

Autor: Afly Badie Sakla, Sami Bassili Awad, Nadia Fouad Abdul-Malik
Rok vydání: 1979
Předmět:
Zdroj: Helvetica Chimica Acta. 62:1872-1877
ISSN: 1522-2675
0018-019X
DOI: 10.1002/hlca.19790620616
Popis: Reactions of acids with vinylidenexanthenes (or thioxanthenes) 1 and 9-methoxy-9-vinylxanthenes (or thioxanthenes) 8 give xanthene- (or thioxanthene-) 9-spiro-1′-indenes 7. With bromine or sulfuryl chloride they give the corresponding 2′-halogenoxanthene- (or thioxanthene-)9-spiro-1′-indenes 5. Formation of such derivatives depends on preferential attack of the reagents on allenes 1 to give initially xanthylium (or thioxanthylium) ions 3 which cyclize. One π bond of the allenes 1 can be selectively reduced in acid media. Chemical and spectral evidence for these routes are presented.
Databáze: OpenAIRE