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Chakrabarti K, Dutta K, Kundu S. Synthesis of N-methylated amines from acyl azides using methanol. Org Biomol Chem. 2020;18(30):5891-5896doi: 10.1039/d0ob01303j.
Chakrabarti, K., Dutta, K., & Kundu, S. (2020). Synthesis of N-methylated amines from acyl azides using methanol. Organic & biomolecular chemistry, 18(30), 5891-5896. https://doi.org/10.1039/d0ob01303j
Chakrabarti, Kaushik, et al. "Synthesis of N-methylated amines from acyl azides using methanol." Organic & biomolecular chemistry vol. 18,30 (2020): 5891-5896. doi: https://doi.org/10.1039/d0ob01303j
Chakrabarti K, Dutta K, Kundu S. Synthesis of N-methylated amines from acyl azides using methanol. Org Biomol Chem. 2020 Aug 05;18(30):5891-5896. doi: 10.1039/d0ob01303j. PMID: 32677635.
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Org Biomol Chem. 2020 Aug 05;18(30):5891-5896. doi: 10.1039/d0ob01303j.

Synthesis of N-methylated amines from acyl azides using methanol.

Organic & biomolecular chemistry

Kaushik Chakrabarti, Kuheli Dutta, Sabuj Kundu

Affiliations

  1. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208016, India. [email protected].

PMID: 32677635 DOI: 10.1039/d0ob01303j

Abstract

The transformation of acyl azide derivatives into N-methylamines was developed using methanol as the C1 source via the one-pot Curtius rearrangement and borrowing hydrogen methodology. Following this protocol, various functionalised N-methylated amines were synthesized using the (NNN)Ru(ii) complex from carboxylic acids via an acyl azide intermediate. Several kinetic studies and DFT calculations were carried out to support the mechanism and also to determine the role of the Ru(ii) complex and base in this transformation.

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