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3,4-Dimethylene five-membered heterocycles and symmetrically disubstituted 1,3-butadienes from 2,3-bis(bromomethyl)-1,3-butadiene

✍ Scribed by Y. Gaoni

Publisher: Elsevier Science
Year: 1973
Tongue: French
Weight: 212 KB
Volume: 14
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)96219-7

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✦ Synopsis

2,3-Bis(braruxnethyl)-1,3-butadiene (A) has been obtained before by thermal deccmposition of its sulfone and was described as a light-senstivie solid, which polymerized readily in most solvents.

1 We have now prepared 1 by a different procedure and found that although it polymerized quite rapidly in the crystalline state (even in the absence of light), it was stable in solution and could be reacted under 8 variety of conditions either as a highly reactive 1,4-twice allylic dibromide in displacement reactions , or as a 1,3-diene in Diels-Alder' or cheletropic additions. The primary products thus obtained constitute in themselves

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