Pericyclic reactions of pseudo-trienes, electrocyclization of s-butadienyl sulfilimines

✍ Scribed by Yehiel Gaoni

• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 124 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)87258-5

✦ Synopsis

N-Tosyl-S-butadienyl sulflllmlnes were prepared from butadlenyl sulfides and were thermally converted into N-tosyl pyrroles, probably via cyclic azasulfonium ylldes S-Butadienyl sulfllimlnes (A) may be formally considered to be this-aza analogues of allcarbon hexatrienes 2 Like the latter, they contain a system of six electrons in p-orbitals, and these are arranged in an apparently adequate conAguration/conformatlon for effective overlap of terminal orbitals, with possible delocalization and eventual formation of new bonds