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Copper-promoted synthesis of 1,4-benzodiazepinones via alkene diamination.

ABSTRACT: A new method for the synthesis of 2-aminomethyl functionalized 1,4-benzodiazepin-5-ones is presented. The benzodiazepine core is well-known to interact with biological receptors and many pharmaceutical drugs are derived from this structure. The alkene diamination strategy is employed for the first time for the synthesis of 1,4-benzodiazepinones. In this reaction, copper(2-ethylhexanoate)2 serves as promoter and a range of external amines can be coupled with 2-sulfonamido-N-allyl benzamides to generate the 1,4-benzodiazepinones in good yields.

SUBMITTER: Karyakarte SD

PROVIDER: S-EPMC4448762 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Copper-promoted synthesis of 1,4-benzodiazepinones via alkene diamination.

Karyakarte Shuklendu D SD Sequeira Fatima C FC Zibreg Garrick H GH Huang Guoqing G Matthew Josiah P JP Ferreira Marina M M MM Chemler Sherry R SR

Tetrahedron letters 20150601 23

A new method for the synthesis of 2-aminomethyl functionalized 1,4-benzodiazepin-5-ones is presented. The benzodiazepine core is well-known to interact with biological receptors and many pharmaceutical drugs are derived from this structure. The alkene diamination strategy is employed for the first time for the synthesis of 1,4-benzodiazepinones. In this reaction, copper(2-ethylhexanoate)2 serves as promoter and a range of external amines can be coupled with 2-sulfonamido-N-ally ...[more]

PMID: 26034340

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