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Multicomponent synthesis of diverse 1,4-benzodiazepine scaffolds.

ABSTRACT: The 1,4-benzodiazepine (BDZ) scaffold is of particular interest in drug design due to a balanced ensemble of beneficial physicochemical properties including a semirigid and compact diazepine ring with spatial placements of several substituents, combined with low number of rotatable bonds, hydrogen bond donors and acceptors, and intermediate lipophilicity. As an alternative to traditional multistep sequential syntheses, we designed routes employing one-pot MCRs to accelerate access diverse BDZ scaffolds in two or three steps.

SUBMITTER: Huang Y

PROVIDER: S-EPMC3732779 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

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Multicomponent synthesis of diverse 1,4-benzodiazepine scaffolds.

Huang Yijun Y Khoury Kareem K Chanas Tyler T Dömling Alexander A

Organic letters 20121116 23

The 1,4-benzodiazepine (BDZ) scaffold is of particular interest in drug design due to a balanced ensemble of beneficial physicochemical properties including a semirigid and compact diazepine ring with spatial placements of several substituents, combined with low number of rotatable bonds, hydrogen bond donors and acceptors, and intermediate lipophilicity. As an alternative to traditional multistep sequential syntheses, we designed routes employing one-pot MCRs to accelerate access diverse BDZ sc ...[more]

PMID: 23157402

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