Transformations of N-arylpropiolamides to indoline-2,3-diones and acids via C≡C triple bond oxidative cleavage and C(sp^2)–H functionalization  

作　　者：Ming-Bo Zhou Yang Li Xuan-Hui Ouyang Jin-Heng Li 

机构地区：[1]Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle,Nanchang Hangkong University,Nanchang 330063,China [2]Key Laboratory of Chemical Biology&Traditional Chinese Medicine Research(Ministry of Education),Hunan Normal University,Changsha 410081,China [3]State Key Laboratory of Applied Organic Chemistry,Lanzhou University',Lanzhou 730000,China

出　　处：《Science China Chemistry》2020年第2期222-227,共6页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(21625203,21871126);the Opening Fund of KLCBTCMR,Ministry of Education(KLCBTCMR18-02)

摘　　要：A new palladium-catalyzed oxidative conversion of N-arylpropiolamides and H2O to various indoline-2,3-diones and acids through the C≡C triple bond cleavage and C(sp2)–H functionalization is described,which is promoted by a cooperative action of catalytic CuBr2,2,2,6,6-tetramethyl-1-piperidinyloxy(TEMPO)and O2.The method provides a practical tool for transformations of alkynes by means of a C–H functionalization strategy,which enables the formation of one C–C bond and multiple C–O bonds in a single reaction with high substrates compatibility and excellent functional group tolerance.A new palladium-catalyzed oxidative conversion of N-arylpropiolamides and H2O to various indoline-2,3-diones and acids through the C≡C triple bond cleavage and C（sp2）–H functionalization is described,which is promoted by a cooperative action of catalytic CuBr2,2,2,6,6-tetramethyl-1-piperidinyloxy（TEMPO） and O2.The method provides a practical tool for transformations of alkynes by means of a C–H functionalization strategy,which enables the formation of one C–C bond and multiple C–O bonds in a single reaction with high substrates compatibility and excellent functional group tolerance.

关 键 词：ALKYNES indoline-2 3-diones ACIDS C≡C bond oxidative cleavage C–H functionalization 

分 类 号：O621.251[理学—有机化学]