Litcius/Paper detail

Asymmetric Transfer Hydrogenation of N-Unprotected Indoles with Ammonia Borane

Weiwei Zhao, Zijia Zhang, Xiangqing Feng, Jing Yang, Haifeng Du

2020Organic Letters37 citationsDOI

Abstract

A metal-free asymmetric transfer hydrogenation of unprotected indoles was successfully realized using a catalyst derived from HB(C6F5)2 and (S)-tert-butylsulfinamide with ammonia borane as a hydrogen source. A variety of indolines were achieved in 40–78% yields with up to 90% ee.

Topics & Concepts

ChemistryAmmonia boraneTransfer hydrogenationAmmoniaBoraneCombinatorial chemistryOrganic chemistryMedicinal chemistryCatalysisRutheniumHydrogen productionAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistryChemical Synthesis and Analysis