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Metal- and Oxidant-Free Modular Approach To Access N-Alkoxy Oxindoles via Aryne Annulation

Ritesh Singh*, Kommu Nagesh, Doddapaneni Yugandhar, A. V. G. Prasanthi

*Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Raebareli-229010, UP, India, Email: riteshsinghniperraebareli.edu.in

R. Singh, K. Nagesh, D. Yugandhar, A. V. G. Prasanthi, Org. Lett., 2018, 20, 4848-4853.

DOI: 10.1021/acs.orglett.8b01972


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Abstract

A [3 + 2] cycloadition of in situ generated arynes and (putative) aza-oxyallyl cations enables an unprecedented metal- and oxidant-free synthesis of N-alkoxy oxindoles. The versatility of this approach was demonstrated through valuable synthetic transformations.

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Key Words

oxindoles


ID: J54-Y2018