Acyl-isothiocyanates as efficient thiocyanate transfer reagents.
Abstract
An unprecedented transfer of a thiocyanate (-SCN) group from aroyl/acyl isothiocyanate to alkyl or benzylic bromide is observed in the presence of a tertiary amine. This process is most effective when the bromomethyl proton is less acidic, while the presence of a more acidic proton gives 1,3-oxathiol-2-ylidine and other related products.
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DOI:
10.1021/ol901561j
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3624
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palsuledesai2009acylisothiocyanatesorganic
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Article ID:
3624
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10.1021/ol901561j
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