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Upstream product

• 91909-74-9 trideca-1,3t,11t-triene-6,9-diyne-5,8-diol 
• 2004-69-5 (E)-3-penten-1-yne 
• 536-74-3 phenylacetylene 
• 123-73-9 trans-Crotonaldehyde 
• 105836-22-4 trans-(2,3-dibromo-3-phenyl-2-propen-1-yl)triphenylphosphonium bromide 
• 7719-09-7 thionyl chloride 
• 60-29-7 diethyl ether 
• 591-50-4 iodobenzene 
• 259129-33-4 1-bromo-1,5-heptadien-3-yne 
• 2579-22-8 Phenylpropargyl aldehyde 
• 99768-06-6 oct-6t-ene-1,4-diyn-3-ol 

Relevant academic research and scientific papers

A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs: A superior alternative to the Cadiot-Chodkiewicz reaction

(matrix presented) A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs is described. This method, like the Cadiot-Chodkiewicz reaction, requires three steps for the synthesis of R1C≡CC≡CR2 from R1C≡CH, R2X, and HC≡CH. However, the high "pair"-selectivity permitting high-yield production of the desired conjugated diynes without separation of symmetrical diynes promises to make the present protocol superior to the Cadiot-Chodkiewicz reaction in many cases.

Integrated Chemical Process: One-Pot Double Elimination Method for Acetylenes

A novel one-pot process for synthesis of acetylenes has been achieved in which the following series of steps are integrated: addition of an α-anion of sulfone to aldehyde; trapping of the resulting adduct to incorporate a leaving group, and double elimination of this intermediate. Consolidation of Peterson elimination renders the process much simpler. This method provides a convenient and high-yielding access to a variety of enynes and polyynes as well as to functionally substituted aryl acetylenes containing halogen(s) or acetal groups, which are useful building blocks for aryl acetylene scaffolds. Iteration of the one-pot generation of acetylenic bonds provides a new metodology for the buildup of aryl acetylene skeletons.

Integrated chemical process. One-pot preparation of acetylenes by Peterson-sulfone elimination

Integration of silylation of α-sulfonyl carbanion, addition of the anion of the resulting α-silyl sulfone to aldehyde, Peterson elimination, and sulfone elimination leads to one-pot synthesis of acetylenes.