Ring closure of 2-thia- and 2-sulfonyl-5-hexenyl radicals

Authors
Della, EW Graney, SD
Citation
Ew. Della et Sd. Graney, Ring closure of 2-thia- and 2-sulfonyl-5-hexenyl radicals, TETRAHEDR L, 41(41), 2000, pp. 7987-7990
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
41
Year of publication
2000
Pages
7987 - 7990
Database
ISI
SICI code
0040-4039(20001007)41:41<7987:RCO2A2>2.0.ZU;2-0
Abstract
Reductive cyclisation of the 2-sulfonyl-5-hexenyl radical with tributyltin hydride in benzene at 80 degrees C affords a 73:23 mixture of the sulfones derived from 5-exo- and 6-endo- ring closure with a small quantity (4%) of reduced material; under identical conditions, the 2-thia-5-hexenyl radical gives a 70:13:17 mixture of the corresponding sulfides. (C) 2000 Elsevier S cience Ltd. All rights reserved.