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A simple preparation of several new 2,3- and 1,2,3-substituted buta-1,3-dienes form 1,4-dichlorobutyne

✍ Scribed by Alexander J. Bridges; John W. Fischer

Book ID
104216939
Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
123 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

Addition of (pseudo) halogens across the triple bond of 1,4-dichlorobut-2-yne, followed by a 1,4-elimination, provides a very simple preparation of ten novel butadienes.

In recent years there has been a great deal of interest in asymmetrically substituted butadienes, both for theoretical reasons and for their synthetic utility.

2-5

In this communication we report the preparation of ten such dienes in two steps from 1,4-dichlorobut-2-yne. This alkyne is an excellent precursor for butadienes since it already contains the requisite skeleton, two 1~ bonds and two substituents.

πŸ“œ SIMILAR VOLUMES

A new preparation of 3-substituted 2-(p-
A new preparation of 3-substituted 2-(p-toluenesulfonyl)-1,3-dienes
✍ Thomas G. Back; Enoch K.Y. Lai; K.Raman Muralidharan πŸ“‚ Article πŸ“… 1989 πŸ› Elsevier Science 🌐 French βš– 135 KB

The title compounds were prepared by addition-elimination reactions of 2-(p-toluenesulfonyl)-2,3-butadien-l-01. The latter was readily obtained from 1,4-dichloro-2-butyne by selenosulfonation, reductive elimination of chlorine and [2,3] sigmatropic rearrangement of the corresponding selenoxide.

Redetermination of cis,cis-1,2,3,4-tetra
Redetermination of cis,cis-1,2,3,4-tetraΒ­phenylΒ­buta-1,3-diene
✍ Bats, Jan W. ;Urschel, Birgit πŸ“‚ Article πŸ“… 2006 πŸ› International Union of Crystallography 🌐 English βš– 265 KB

The title molecule, C 28 H 22 , is centrosymmetric with an inversion centre at the mid-point of the central C-C bond. In the crystal structure, there are two intermolecular C phenyl -HÁ Á Á phenyl interactions.

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Polyvinylogation reagents : 1-lithio-4-trimethylsiloxy-penta-1,3-diene and 1-lithio-4-ethoxy-2-methyl-buta-1,3-diene
✍ Lucette Duhamel; Jean-Erick Ancel πŸ“‚ Article πŸ“… 1992 πŸ› Elsevier Science 🌐 French βš– 635 KB

Title products, lithiodienol ethers ti and .& synthetic equivalents of I-lithio pent-3-ene-2-one and 4-lithio-senecialdehyde were obtained by bromine-lithium exchange. They are choice reagents for the transformations L + 2\_ and L + L, respectively.