Iron‐Catalyzed Site‐Selective α‐C−H Functionalization in N‐Benzyl Tetrahydroisoquinolines: Enabling Tertiary Amine Transformations

Author:

Nath Priyanka1,Rahman Iftakur1,Deb Mohit L.2ORCID,Baruah Pranjal K.1ORCID

Affiliation:

1. Department of Applied Sciences GUIST Gauhati University Guwahati 781014 Assam India

2. Advanced Research Centre and Department of Chemistry University of Science and Technology Meghalaya Ri-Bhoi Meghalaya 793101 India

Abstract

AbstractThis article presents a catalytic approach for site‐selective α‐C−H functionalization of N‐benzyl tetrahydroisoquinolines, which are important tertiary amine derivatives. Using iron salt as a catalyst, we have selectively functionalized carbon‐hydrogen bonds of tertiary amine molecules with diverse moieties, such as imidazopyridine, indoles, and phenylacetylenes. The method offers a broad substrate scope and excellent functional group tolerance, making it a valuable tool for the synthesis of complex molecules. A mechanism is also proposed based on control experiments, which explains the probable reason for selectivity. This iron‐catalyzed C−H functionalization represents a significant advancement in the field of organic synthesis, showcasing the potential of iron catalysis for the construction of valuable chemical motifs.

Funder

Gauhati University

Publisher

Wiley

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