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43.8.1.5.1.1 Variation 1: Wittig Reactions of (α-Halomethylene)phosphoranes

DOI: 10.1055/sos-SD-043-00383

Sankararaman, S.Science of Synthesis, (200843454.

A one-pot conversion of an aldehyde into the corresponding terminal acetylene is possible by the use of ylides obtained from (halomethyl)phosphonium salts 51 and (halomethyl)phosphonates. The procedure involves a Wittig reaction leading to the formation of a vinyl halide 52, followed by a 1,2-elimination of hydrogen halide to yield the terminal alkyne 53 (Scheme 30).[‌54‌,‌55‌] For a related method, see also Scheme 14, Section 43.8.1.2.1.2.

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