First iodocyclization reaction of allene-thioureas: an efficient approach to bicyclic beta-lactams
Title | First iodocyclization reaction of allene-thioureas: an efficient approach to bicyclic beta-lactams |
Publication Type | Journal Article |
Year of Publication | 2014 |
Authors | Garud, DR, Jadhav, AR, Lahore, SV, Kahar, NM, Joshi, RR, Joshi, RA, Koketsu, M |
Journal | Tetrahedron Letters |
Volume | 55 |
Issue | 43 |
Pagination | 5998-6000 |
Date Published | OCT |
ISSN | 0040-4039 |
Keywords | Allene, beta-Lactams, Iodocyclization, Regioselective, thiourea |
Abstract | The regioselective iodocyclization reaction of allene-thioureas is described, for the first time, for the synthesis of bicyclic beta-lactams. The substitution at the allenyl part heavily influenced the iodocyclization reaction. The iodocyclization reaction of the unsubstituted allene-thioureas afforded six-membered 3-thia-1-dethiacephems whereas, the substituted allene-thiourea afforded seven-membered thiazepines along with five-membered isopenams. (C) 2014 Elsevier Ltd. All rights reserved. |
DOI | 10.1016/j.tetlet.2014.09.004 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.68 |
Divison category:
Organic Chemistry