B(CF)-Catalyzed Highly Chemoselective Reduction of Isatins: Synthesis of Indolin-3-ones and Indolines.

Org Lett

Department of Chemistry, Wonkwang University, 460 Iksandae-ro, Iksan, Jeonbuk 54538, Republic of Korea.

Published: October 2020

A chemo- and site-selective reduction reaction of isatin derivatives using catalyst B(CF) and hydrosilanes is described. This transformation is operationally simple, proceeds under mild conditions, and is resistant to various functional groups. Thus, this efficient reaction using a combination of B(CF) and BnMeSiH or B(CF) and EtSiH could potentially be utilized to produce various indolin-3-ones and indolines, without the need for multistep procedures and metal catalysis conditions.

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http://dx.doi.org/10.1021/acs.orglett.0c03150DOI Listing

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