Oxidative cyclization by lead(IV) acetate of 1-(4-methoxyphenyl)-4-(tetrazol-5-ylmethyl)azetidin-2-ones to 3-methoxy-9,9a-dihydroazeto[1,2-a]tetrazolo-[5,1-d][1,5]benzodiazepin-11(10H)-ones and related reactions

Authors
Giang, LT Fetter, J Kajtar-Peredy, M Lempert, K Bertha, F Keseru, GM Czira, G Czuppon, T
Citation
Lt. Giang et al., Oxidative cyclization by lead(IV) acetate of 1-(4-methoxyphenyl)-4-(tetrazol-5-ylmethyl)azetidin-2-ones to 3-methoxy-9,9a-dihydroazeto[1,2-a]tetrazolo-[5,1-d][1,5]benzodiazepin-11(10H)-ones and related reactions, TETRAHEDRON, 55(28), 1999, pp. 8457-8474
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
28
Year of publication
1999
Pages
8457 - 8474
Database
ISI
SICI code
0040-4020(19990709)55:28<8457:OCBLAO>2.0.ZU;2-O
Abstract
The tetrazolyl groups of azetidin-2-ones 1a-e and 1h interfere with the nor mal reaction of related azetidin-2-ones with lead(IV) acetate, viz. acetoxy lation at C-4, and cause formation of tetracyclic products 3a-e and 3h. Sim ilar reactions take place with ring homologues If, 1g and 1i, and with open -chain analogues 11a and 11b. (C) 1999 Elsevier Science Ltd. All rights res erved.