- HYDRATION TRIMERIZATION OF ACETYLENE IN SUPERBASIC MEDIA. IV. VINYLOXYALKYNES, VINYLOXYALLENES, AND VINYLOXY-1,3-DIENES FROM ALDEHYDES AND ACETYLENE IN A SINGLE PREPARATIVE STAGE.
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The reaction of aliphatic aldehydes with acetylene in the potassium hydroxide-DMSO system was investigated.As a result of the reaction at 55-65 deg C 3-vinyloxy-1-alkynes and 3-vinyloxy-1,2-alkadienes were obtained with an overall yield of 12-69percent.Fr
- Tarasova, O. A.,Trofimov, B. A.,Keiko, V. V.,Amosova, S. V.
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p. 1026 - 1028
(2007/10/02)
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- HYDRATION TRIMERIZATION OF ACETYLENE IN SUPERBASIC MEDIA III. VINYLATION OF ACETYLENIC ALCOHOLS AS INTERMEDIATE STAGE
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It was confirmed that the hydration-trimerization of acetylene to 2-vinyloxy-1,3-butadiene in superbasic media takes place by a stepwise mechanism, involving the initial formation of acetaldehyde, its ethynylation, vinylation of the acetylenic alcohol, and prototropic acetyl-allene-1,3-diene rearrangements.A method was developed for the direct vinylation of primary and secondary acetylenic alcohols in the potassium hydroxide-DMSO system, leading to 3-vinyloxy-1-alkynes and 3-vinyloxy-1,2-alkadienes with overall yields of 45-87percent .
- Tarasova, O. A.,Trofimov, B. A.,Afonin, A. V.,Sinegovskaya, L. M.,Kalinina, N. A.,Amosova, S. V.
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p. 1018 - 1025
(2007/10/02)
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