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Bicyclic allenes : Generation and trapping of 6,7-benzobicyclo [3.2.1] octa-2,3-diene

✍ Scribed by Metin Balci; Mansur Harmandar

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 250 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99849-6

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✦ Synopsis

SUMMA??Y: Treatment of 3-bromo-6,7-benzobicyclo c3.2.11 octa-2,3-diem? (9) with potassium tert.-butoxide produces the strained bicyclic allene (10) which is trapped by 1,3-diphenylbenzo[c]furan (DBI) to give five isomeric cycloadducts. In the absence of DBI, allene (10) gave rise to enol ether ( 18) by addition of tert.-butanol.

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