Journal
ORGANIC LETTERS
Volume 20, Issue 13, Pages 3824-3828Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01414
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- CSIR, New Delhi
- UGC, New Delhi
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An unprecedented base-mediated cyclization of propargylic alcohols with aryne is reported, providing a novel method for the synthesis of 3-benzofuranyl-2-oxindole and 3-spirooxindole benzofuran scaffolds via a propargyl Claisen rearrangement/cycloaddition pathway. The nature of the substituent on acetylene group of propargylic alcohol influences the outcome of the reaction. The protocol offers a transition-metal-free and operationally simple methodology with broad substrate scope as a ready access to complex oxindole-linked heterocyclic compounds.
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