Three‐Component Coupling Reaction in Water: A One‐Pot Protocol for the Construction of P–S–C(sp3) and P–Se–C(sp3) Bonds. Issue 14 (11th April 2017)

• Record Type: Journal Article
• Authors: Zhang, Xinghua; Shi, Zheng; Shao, Changwei; Zhao, Jinlong; Wang, Dungai; Zhang, Gaoqi; Li, Liang
• Is Part Of: European journal of organic chemistry. Issue 14(2017)
• Page Start: 1884
• Page End: 1888
• Publication Date: 2017-04-11
• Subjects: Multicomponent reactions -- Chalcogens -- Phosphorus -- Sulfur -- Selenium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700344
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A one‐pot, three‐component coupling reaction of primary alkyl halides (or tosylates), elemental sulfur/selenium, and P(O)–H compounds in water was developed. This procedure affords valuable phosphorothioates/phosphoroselenoates, including P‐chiral compounds, with broad substrate scope and high efficiency. Moreover, this facile protocol can be applied to gram‐scale preparations. Abstract : A convenient and efficient one‐pot protocol for the construction of P–S–C and P–Se–C bonds from elemental sulfur and selenium is developed in water. Valuable phosphorothioates and phosphoroselenoates including P‐chiral compounds are produced in good to excellent yields.