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Coupling of 1-Chloro-N,N-diisopropylphosphanamine-Based Reagents with Alcohols and Thiosulfonates: A Precise Construction of O-P(O)-S Bonds.

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Herein, we present the first mild, one-step direct synthesis of mixed phosphorothioates through selective generation of O-P(O)-S bonds at rt under additive-free condition. Further, reactions of different model natural products… Click to show full abstract

Herein, we present the first mild, one-step direct synthesis of mixed phosphorothioates through selective generation of O-P(O)-S bonds at rt under additive-free condition. Further, reactions of different model natural products with 1,1-dichloro-N,N-diisopropylphosphanamine helped to present an alternative dimerization strategy. The synthetic utility of the methodology was extended for the synthesis of mixed phosphoroselenoates as well. The potential of the reaction was further demonstrated for the synthesis of mixed phosphorothioate bearing two different alcohols.

Keywords: diisopropylphosphanamine; coupling chloro; synthesis mixed; chloro diisopropylphosphanamine; based reagents; diisopropylphosphanamine based

Journal Title: Organic letters
Year Published: 2022

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