RING EXPANSION OF 4,4-DIETHYL-1,2-DITHIOLANE IN THE REACTION WITH BUTYLACETYLENE - INVOLVEMENT OF ANION AND RADICAL INTERMEDIATES

Authors
DEMCHUK DV NIKISHIN GI
Citation
Dv. Demchuk et Gi. Nikishin, RING EXPANSION OF 4,4-DIETHYL-1,2-DITHIOLANE IN THE REACTION WITH BUTYLACETYLENE - INVOLVEMENT OF ANION AND RADICAL INTERMEDIATES, Russian chemical bulletin, 46(1), 1997, pp. 199-201
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
46
Issue
1
Year of publication
1997
Pages
199 - 201
Database
ISI
SICI code
1066-5285(1997)46:1<199:REO4IT>2.0.ZU;2-3
Abstract
The action of lithium butyl acetylenide in THF causes 4,4-diethyl-1,2- dithiolane to undergo ring-opening to form 2,2-diethyl-4-thia-5-decyne -1-thiol, which cyclizes to give 2-butyl-6,6-diethyl-5,6-dihydro-1,4-d ithiepin by either a homolytic or a nucleophilic mechanism.