| Phosphorus and sulfur are two important elements in living organisms.They make up carbohydrate,protein,fat,growth factor,coenzyme and hormone which play a vital role in the metabolism of living organisms together with other elements such as oxygen,carbon,nitrogen.At the same time,organophosphorus and organosulfur compounds almost spreads over all fields of producing and living,and have broad applications in the fields of biomedicine,functional materials,organic synthesis and so on.In this paper,we mainly developed new methods to synthesize 3-arylsulfonylquinolines derivatives and phosphorothioates(including S-aryl and S-alkyl).The main contents are as follows:Part 1:we have developed an efficient protocol for the preparation of various 3-arylsulfonylquinolines via tert-butyl hydroperoxide(TBHP)-mediated sulfonylation-cyclization-aromatization of various N-propargyl aromatic amine derivatives with arylsulfonylhydrazides without the addition of any metals.The TBHP oxidant system can be regarded as a metal-free,cost-effective,and environmentally benign system.Given that a wide range of substrates can be utilized for the cascade annulation,this simple protocol may provide a general approach to 3-arylsulfonylquinolines derivatives of importance in medicinal chemistry and catalytic chemistry.Part 2:Firstly,we have developed a novel Cu(acac)2-catalyzed phosphorus-sulfur-carbon(aryl)bond-forming reactions to access S-aryl phosphorothioates which proceeds in good yield via phosphorothiolation of diaryliodonium salts with P(O)H compounds and sulfur powder.Secondly,we have developed a novel,simple and efficient phosphorus-sulfur-carbon(alkyl)bond-forming reaction to access S-alkyl phosphorothioates via phosphorothiolation of alkyl chloride with P(O)H compounds and sulfur powder.without the addition of any catalysts.The main advantages of this part are:(1)the reaction is simple and easy to operate under air(2)raw materials are cheap,easy prepared and less waste.At the same time,sulfur powder is used as a source of sulfur,avoiding the pungent odorus thiols. |
