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Reductive N-alkylation of nitroarenes: a green approach for the N-alkylation of natural products.

ABSTRACT: A simple, mild, cost-effective, and green approach for the reductive mono-N-alkylation of nitroarenes has been developed. HOAc/Zn are utilized as the reducing system together with a carbonyl compound as an alkyl source in methanol. Excellent yields were obtained with stoichiometric control of mono- over dialkylated products. Application to five complex natural products demonstrated the practical utility of the method.

SUBMITTER: Wahba AE

PROVIDER: S-EPMC4883703 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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Reductive N-alkylation of nitroarenes: a green approach for the N-alkylation of natural products.

Wahba Amir E AE Hamann Mark T MT

The Journal of organic chemistry 20120430 10

A simple, mild, cost-effective, and green approach for the reductive mono-N-alkylation of nitroarenes has been developed. HOAc/Zn are utilized as the reducing system together with a carbonyl compound as an alkyl source in methanol. Excellent yields were obtained with stoichiometric control of mono- over dialkylated products. Application to five complex natural products demonstrated the practical utility of the method. ...[more]

PMID: 22482705

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