Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 12, Pages 2134-2142Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob03166a
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- Department of Science and Technology (DST), India [DST-SB/EMEQ-257/2014]
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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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