The rapid reaction of benzhydryl sulfones with CCl4-KOH. A new route to 1,1-diarylalkenes

✍ Scribed by Cal Y. Meyers; Walter S. Matthews; Gregory J. McCollum; John C. Branca

• Publisher: Elsevier Science
• Year: 1974
• Tongue: French
• Weight: 267 KB
• Volume: 15
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)82418-7

✦ Synopsis

We have previously dercribed reactions of sulfonee with CC14-KOH-t-BuOH In which a-chloro sulfonee (and dlchlorocarbene) are Initially formed and are usually rapidly transformed In situ Into different type8 of products. 2 Thue, dibenzyl eulfone Is monochlorinated and converted Into trans-stllbene; 2a-c dI-aec-alkyl eulfonee are monochlorinated but are converted mainly Into l,l-dlchlorocyclopropanee (:CC12-alkene adducte)t 2a.c dl-n-alkyl eulfonee are e dlchlorlnated and traneformed Into c&-1,2-dIalkyletheneaulfonIc acids; 26-f and benzyl n-alkyl eulfonee are mono-& dlchlorlnated 80 that Bialkylstyrenes and cle-l-alkyl-2-phenyletheneeulfonlc acids are formed.

-The remarkable differences In ratee, mechanisms, and products of theee reactions with varloue claaeee of sulfones 5 prompted the Investigation of benz-