Participation of 'activated DMSO' in the one-pot transformation of aldehydes to nitriles has been described by reacting aldehydes with NH 2 OH•HCl in DMSO in the absence of any added base or catalyst. The method is applicable to access a wide range of aromatic, heterocyclic, and aliphatic nitriles, in which only water is a byproduct. A straightforward and practical procedure is demonstrated on a multigram scale.
Propylphosphonic anhydride has been demonstrated to be an efficient reagent for the transformation of aromatic, heteroaromatic, and aliphatic aldehydes to respective nitriles in excellent yields. This procedure offers simple and one-pot access to nitriles and highlights the synthetic utility of T3P ® as a versatile reagent in organic chemistry.
O n e -P o t R e a r r a n g e m e n t o f C a r b o x y l i c A c i d s t o C a r b a m a t e s Abstract: A simple one-pot conversion of carboxylic acids to carbamates is achieved by propylphosphonic anhydride (T3P ® ) in combination with azidotrimethylsilane and an alcohol via the Curtius rearrangement. Besides diverse primary to tertiary alcohols, the reaction tolerated a wide scope of aromatic, heterocyclic, and aliphatic carboxylic acids which underwent rearrangement in excellent yields.
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Carbamates. -T3P as condensing agent in combination with trimethylsilylazide and triethylamine provides a practical method for the direct conversion of a broad range of carboxylic acids and alcohols to carbamates. -(AUGUSTINE*, J. K.; BOMBRUN, A.; MANDAL, A. B.; ALAGARSAMY, P.; ATTA, R. N.; SELVAM, P.; Synthesis 2011, 9, 1477-1483, http://dx.
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