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Synthesis of medium-sized aryl-fused nitrogenous heterocycles via sequential aryne aza-Claisen rearrangement/ring-closing metathesis. | LitMetric

Synthesis of medium-sized aryl-fused nitrogenous heterocycles via sequential aryne aza-Claisen rearrangement/ring-closing metathesis.

Org Biomol Chem

Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. and Academy of Scientific and Innovative Research, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.

Published: March 2018

AI Article Synopsis

Article Abstract

The reaction of arynes and secondary allylamines furnished ortho-allyl-substituted N-arylanilines via an aza-Claisen rearrangement. In this transformation, the sequential formation of C-C and C-N bonds occurred by involving two aryne molecules under metal-free reaction conditions to provide moderate to good yields of the products. The obtained ortho-allyl-substituted N-arylaniline derivatives were further converted into aryl-fused medium-sized (7-9) nitrogenous heterocyclic molecules such as azepines, azocines and azonines via ring-closing metathesis (RCM).

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Source
http://dx.doi.org/10.1039/c7ob03166aDOI Listing

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