171512-95-1Relevant articles and documents
Facile generation of a strained cyclic vinyl cation by thermal solvolysis of cyclopent-1-enyl-λ3-bromanes
Miyamoto, Kazunori,Shiro, Motoo,Ochiai, Masahito
supporting information; experimental part, p. 8931 - 8934 (2010/02/28)
Last of the cyclic vinyl cations: The simple solvolysis of cyclopent-1 -enyl-13-bromane efficiently generates the highly strained cyclopent-1 -enyl cation at room temperature (see scheme). The very high nucleofugality of the aryl-13-bromanyl groups are re
Oxygenated phenanthrenes via quinol ketals: Cyclization vs. migration
Morrow, Gary W.,Marks, Tina M.,Sear, Debra L.
, p. 10115 - 10124 (2007/10/02)
2-methoxyphenanthrenes were prepared by reaction of lithiated 2-bromostyrenes with quinone monoketals followed by acid-mediated cyclization of the resulting p-arylquinol ketals. Substitution at the bromostyrene side-chain or the quinone monoketal ring had only a modest effect on yields, but oxygen substitution on the bromostyrene aromatic nucleus resulted in a competing 1,2-aryl migration arising during the quinol ketal cyclization step. The extent of this rearrangement was found to be a function of the Lewis acid/solvent system employed.