THE FIRST EXAMPLES OF THE ADDITION OF HETEROCYCLIC NH TO UNACTIVATED OLEFINS

Citation
Ar. Katritzky et al., THE FIRST EXAMPLES OF THE ADDITION OF HETEROCYCLIC NH TO UNACTIVATED OLEFINS, Perkin transactions. 2, (8), 1995, pp. 1645-1649
Citations number
9
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03009580
Issue
8
Year of publication
1995
Pages
1645 - 1649
Database
ISI
SICI code
0300-9580(1995):8<1645:TFEOTA>2.0.ZU;2-B
Abstract
Benzotriazole adds to aliphatic open-chain and cyclic alkenes at 80 de grees C under toluene-p-sulfonic acid catalysis. Terminal aliphatic ol efins give solely 2-(benzotriazol-1- and -2yl)alkanes, which are stabl e to acid. In the presence of an excess of acid, all possible non-term inal benzotriazol-1- and -2-yl addition products are obtained, owing t o a facile migration of the double bond in the starting olefin. Additi on also occurs to phenylalkenes with the intervention of some bond mig ration.