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This contribution reports on the reactivity of isothiocyanates towards the boranes B(C6F5)3and HB(C6F5)2. The reactions of alkyl-substituted isothiocyanates with B(C6F5)3were found to result in rearrangement reactions to yield stable thiocyanate-B(C6F5)3adducts. Treatment of isothiocyanates with HB(C6F5)2leads to 1,2-hydroboration and thus, B,N,C,S heterocycles are formed, which react further under non-inert conditions. Hydrolysis of the hydroboration products leads to a new access to thioformamides.

Original publication

DOI

10.1039/d0cc02626c

Type

Journal article

Journal

Chemical Communications

Publication Date

11/06/2020

Volume

56

Pages

6205 - 6208