Synthesis of ketene (S, Te)acetals and their transformation into Z-α-phenylthio-α,β-unsaturated aldehydes

Add time:08/18/2019    Source:sciencedirect.com

Reaction of thiomethyl phosphonates with aryl (or butyl) tellurenyl halides and aldehydes under basic conditions provides moderate to good yields of ketene thio (telluro) acetals, with vinylic sulfides being byproducts of this transformation. Tellurium-lithium exchange by reaction with n-BuLi yielded vinyl organolithium species, which were captured with several electrophiles. In the case of DMF, Z-α-phenylthio-α,β-unsaturated aldehydes were obtained.

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