Iodine‐ and PhI(OAc)₂‐Mediated Multicomponent Synthesis of (E)‐1,3‐Diphenyl‐1‐butene Derivatives

Abstract

A multicomponent reaction, promoted by molecular iodine and diacetoxyiodobenzene, for the synthesis of (E)‐1,3‐diphenyl‐1‐butene derivatives from styrene and thiophenol was developed. The attractiveness of the protocol is its ability to introduce a sulfur heteroatom without a need for an extra reaction step. The scope and limitations of the protocol are investigated.

β-Hydroxy sulfides and their syntheses

“…In the case of cyclohexene, the reaction gave the corresponding 1,2-acetoxysulfide product as a single isomer. Similar results were reported by Marakalala and Kinfe where a catalytic amount of iodine was used instead of stoichiometric amount of KI [ 72 ].…”

A Review on Molecular Iodine Catalyzed/Mediated Multicomponent Reactions

“…A stereoselective method for the synthesis of ( E )‐1,3‐diphenylbutene derivatives 155 directly from styrenes and thiophenols was developed by Marakalala and Kinfe [150] (Scheme 80). Irrespective of electronic and steric nature, all the styrenes reacted well to afford the product in very good yields.…”