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Synthesis of Indolines via Pd(II)-Catalyzed Amination of C-H Bonds Using PhI(OAc)2 as the Bystanding Oxidant

Tian-Sheng Mei, Dasheng Leow, Han Xiao, Brian N. Laforteza and Jin-Quan Yu*

*Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States, Email: yu200Scripps.edu

T.-S. Mei, D. Leow, H. Xiao, B. N. Laforteza, J.-Q. Yu, Org. Lett., 2013, 15, 3058-3061.

DOI: 10.1021/ol401246u (free Supporting Information)


Abstract

A Pd(II)-catalyzed intramolecular C-H amination of 2-pyridinesulfonyl-protected phenethylamine derivatives using PhI(OAc)2 as a bystanding oxidant provides access to various substituted indoline derivatives in good yields. The use of the 2-pyridinesulfonyl protecting group enables a facile deprotection following C-H functionalization.

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Key Words

Indolines, PIDA


ID: J54-Y2013