An atom-economic sulfonylation of unsaturated benzylic alcohols in water is described. In this transformation, dual roles of sulfonyl hydrazides serving as both sulfonyl source and reductant have been demonstrated, which enabled a facile and green method to synthesize alkyl sulfones from unsaturated benzylic alcohols. Moreover, this approach provides a practical access to deuterated alkanes from the
Protecting group-free use of alcohols as carbon electrophiles in atom efficient aluminium triflate-catalysed dehydrative nucleophilic displacement reactions
作者:Adam Cullen、Alfred J. Muller、D. Bradley G. Williams
DOI:10.1039/c7ra08784e
日期:——
Benzylic and allylic alcohols are rendered electrophilic without chemical modification by the use of aluminium triflate as catalyst. The reaction succeeds with alcohol, thiol, carbon and nitrogen nucleophiles. When phenols are employed as nucleophiles, C-alkylation ensues. An advanced application of the method is demonstrated in the synthesis of 2H-chromenes and their N and S analogues.