Vinylic Halogenation in 4‐Alkylidenazetidin‐2‐ones | Zendy

Cainelli Gianfranco | Zendy; Galletti Paola | Zendy; Giacomini Daria | Zendy; Licciulli Sebastiano | Zendy; Quintavalla Arianna | Zendy

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Vinylic Halogenation in 4‐Alkylidenazetidin‐2‐ones

Author(s) -

Cainelli Gianfranco,

Galletti Paola,

Giacomini Daria,

Licciulli Sebastiano,

Quintavalla Arianna

Publication year - 2007

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200601095

Subject(s) - chemistry , halogenation , conjugated system , substitution (logic) , nitro , hydrogen bond , oxidative phosphorylation , medicinal chemistry , organic chemistry , stereochemistry , combinatorial chemistry , molecule , alkyl , polymer , biochemistry , computer science , programming language

The synthesis of a new family of halogenated β‐lactams by oxidative substitution of vinylic hydrogen in conjugated double bonds of 4‐alkylidenazetidinones is reported. Optimised procedures give good to excellent yields of chloro, bromo, iodo and nitro derivatives. A mechanism to explain the direct vinylic substitution is proposed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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