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Synthesis of saturated 1,4-benzodiazepines via Pd-catalyzed carboamination reactions.


ABSTRACT: A new synthesis of 1,4-benzodiazepines and 1,4-benzodiazepin-5-ones is reported. The Pd-catalyzed coupling of N-allyl-2-aminobenzylamine derivatives with aryl bromides affords the heterocyclic products in good yield, and substrates bearing allylic methyl groups are transformed to cis-2,3-disubstituted products with >20:1 dr.

SUBMITTER: Neukom JD 

PROVIDER: S-EPMC3084890 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature

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Synthesis of saturated 1,4-benzodiazepines via Pd-catalyzed carboamination reactions.

Neukom Joshua D JD   Aquino Alvin S AS   Wolfe John P JP  

Organic letters 20110329 9


A new synthesis of 1,4-benzodiazepines and 1,4-benzodiazepin-5-ones is reported. The Pd-catalyzed coupling of N-allyl-2-aminobenzylamine derivatives with aryl bromides affords the heterocyclic products in good yield, and substrates bearing allylic methyl groups are transformed to cis-2,3-disubstituted products with >20:1 dr. ...[more]

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