Photochemical 1,3-addition of methanol to t-butylbenzene
Abstract
Irradiation of t-butylbenzene in methanol containing a trace of hydrochloric acid gives 4-methoxy-1-t-butyl-(1) and 6-methoxy-2-t-butyl-bicyclo[3.1.0]hex-2-ene (2a, b); the 4-methoxy-adduct is formed by addition of methanol to t-butylbenzvalene and the 6-methoxy-adducts may be formed by a sensitized vinylcyclopropane rearrangement, via a bicyclo[2.1.1]hexene intermediate, of the 4-methoxy-adduct.