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ChemInform Abstract: Highly Efficient Two-Step Synthesis of (Z)-2-Halo-1-iodoalkenes from Terminal Alkynes.

✍ Scribed by Zhengwang Chen; Huanfeng Jiang; Yibiao Li; Chaorong Qi

Publisher: John Wiley and Sons
Year: 2011
Weight: 27 KB
Volume: 42
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.201110046

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✦ Synopsis

Highly Efficient Two-Step Synthesis of (Z)-2-Halo-1-iodoalkenes from Terminal

Alkynes. -The easily accessible haloalkynes (I) are converted to (Z)-2-halo-1-iodoalkenes (II) in high yields and with excellent regio-and stereoselectivity. The method shows good functional group compatibility. In the case of the aliphatic alkyne bearing chloro (V) or hydroxy substituents Ac2O (VI) substitutes the chloro atom (formation of VII) or acylates the hydroxy function simultaneously to the title transformation. -

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