Chain extension reactions of acetylenes. Part 3. 1,3-Disubstitution reactions of propyne, conjugate addition reactions of acetylides, and further reactions of 1,3-dilithioacetylenes with two different electrophiles

doi:10.1039/P19790001218

Paper

Chain extension reactions of acetylenes. Part 3. 1,3-Disubstitution reactions of propyne, conjugate addition reactions of acetylides, and further reactions of 1,3-dilithioacetylenes with two different electrophiles

Published 1979 · S. Bhanu, F. Scheinmann

Journal of The Chemical Society-perkin Transactions 1

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9

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Abstract

‘One-pot’ linear chain extensions at both termini of propyne are described. 1,3-Dilithiopropyne reacts regioselectively first at C-3 with 1-bromobutane then at C-1 with electrophiles such as iodine, benzylideneacetophenone. 1,10-dibromodecane, and 1-bromobutane. Preparations of prop-2-yn-1-ol derivatives are also described.

Study Snapshot

This study demonstrates a 'one-pot' linear chain extension at both ends of propyne, using 1,3-dilithiopropyne with 1-bromobutane and various electrophiles, for the preparation of prop-2-yn-1-ol derivatives.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Chain extension reactions of acetylenes. Part 3. 1,3-Disubstitution reactions of propyne, conjugate addition reactions of acetylides, and further reactions of 1,3-dilithioacetylenes with two different electrophiles

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References

Citations

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New low band gap thieno[3,4-b]thiophene-based polymers with deep HOMO levels for organic solar cells

New thieno[3,4-b]thiophene-based polymers with deep HOMO levels show potential for organic solar cells, with high power conversion efficiency and improved open circuit voltage.

Synthesis and applications of difluorobenzothiadiazole based conjugated polymers for organic photovoltaics

Difluorobenzothiadiazole-based conjugated polymers show promising potential for organic photovoltaics, with potential power conversion efficiency up to 3.4% under AM 1.5 G illumination.

Propargylation of Alkyl Halides: (E)-6,10-dimethyl-5,9-undecadien-1-yne and (E)-7,11-dimethyl-6,10-dodecadien-2-yn-1-ol

Propargylation of alkyl halides produces (E)-6,10-dimethyl-5,9-undecadien-1-yne and (E)-7,11-dimethyl-6,10-dodecadien-2-yn-1-ol, with 2-buty

1,3‐Dilithiopropyne

1,3-dilithiopropyne is a stable, anionic propargyl coupling reagent with good stability at 20°C and can be stored in argon-filled containers.