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A convenient access to nitriles having a variety of extremely different structures is provided by the ylide anion 1, which is isolable as the sodium salt. By reaction with alkyl halides RX, 1 can be converted into cyclic α,β-unsatu-rated nitriles such as 2; the “dienyl cyanides” 3 and alkynyl cyanides RCCCN are obtainable from 1 by reaction with aldehydes RCHO and esters RCOOR', respectively.
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BESTMANN et al. (1987) studied this question.
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