88313-01-3Relevant academic research and scientific papers
HETEROCYCLIC SYNTHESES VIA CARBANIONICALLY INDUCED REARRANGEMENT REACTIONS
Hellwinkel, Dieter,Lenz, Ruediger,Lammerzahl, Frank
, p. 2073 - 2084 (2007/10/02)
The easily occuring -migrations of sulfonyl and carbonyl functions to neighboring phenyl anions can be utilized for ring expansions by one benzo unit when suitably tailored precursor heterocycles are used.Thus, the 1,2- benzisothiazol dioxide systems 8 and 17 can be transformed into dibenzothiazepin dioxides 12 and 21, respectively, whereas the dibenzo- and 1,2,4-benzothiazin dioxide models 35 and 46 give rise to the tribenzothiazocin dioxide and dibenzothiadiazocin dioxide systems 38 and 47, respectively.Unexpected formations of heterocyclic systems, namely, spirobenzoxazin-5,1'(3H)-isobenzofuran> 55, 3,1-benzoxazin 62, and phenanthridinium-salt 70 took place when phtalimide 52, dibenzoylaniline 56, and biphenylylbenzamide 65 were reacted with t-BuLi.
