N-Bromosuccinimide (NBS): A mild and efficient catalyst for tetrahydropyranylation of alcohols and phenols under solvent-free conditions
Different types of alcohols and phenols are tetrahydropyranylated in the presence of NBS catalyst in good to excellent yields under mild, neutral and solvent-free conditions.
Strategies for the synthesis of bi- and triarylic materials starting from commercially available phenols
A series of arylstannanes have been synthesized, through an SRN1 mechanism, in good to excellent yields (74%-99%) by the photostimulated reaction of trimethyl stannyl ion with substrates supporting different nucleofugal groups. The arylstannanes thus obtained were suitable intermediates for Stille cross-coupling reactions leading to asymmetric bi- and triaryl compounds in acceptable global yields. An attractive feature of this route is that simple commercially available benzenediols, chloro- and methoxy phenols might be useful starting substrates, leading the latter to higher global yields of products in fewer steps. The strategies proposed open a broad synthetic tool.
Chopa, Alicia B.,Silbestri, Gustavo F.,Lockhart, María T.
p. 3865 - 3877
(2007/10/03)
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