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Other nucleophilic acyl substitutions

2 real reactions from the literature, on acid chlorides and carbamates. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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  1. Other acyl substitution: benzoyl chloride (an acid chloride) with KSH gives thiobenzoic acid (the acyl substitution product).

    Other acyl substitutionOrg. Synth. 1952, 32, 101
  2. Other acyl substitution: a carbamate with i-PrLi (adds to C=S; the alkoxide then displaces OtBu from the Boc group) gives the acyl substitution product and the acyl substitution product.

    Other acyl substitutionRealOChem worksheet