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- W2086804554 abstract "α-(Phenylthio)alkylboranes, which are easily prepared by two different homologation processes, are deboronated by N-chlorosuccinimide in mildly basic methanol to form monothioacetals or, with excess reagent, dimethyl acetals. Both boronic esters and trialkylboranes react, the latter considerably faster. The reaction is specific for the sulfur-substituted alkylborane group, suggesting that initial chlorination occurs at sulfur. Under free radical conditions, α-(phenylthio)alkaneboronic esters are cleaved to α-(phenylthio)alkyl chlorides by either N-chlorosuccinimide or sulfuryl chloride. Pinacol phenylthio(triphenylstannyl)methaneboronate with sulfuryl chloride yielded (phenylthio)dichloromethane, without any evidence of selectivity between carbontin and carbonboron bond cleavage." @default.
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- W2086804554 date "1978-08-01" @default.
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- W2086804554 title "Cleavage of α-(phenylthio)alkylboranes with N-chlorosuccinimide. A convenient route to monothioacetals and acetals" @default.
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- W2086804554 doi "https://doi.org/10.1016/s0022-328x(00)84872-x" @default.
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