Palladium-Catalyzed Oxidative Annulation of 1-Hydroxy-o-Carborane withInternal Alkynes:Facile Synthesis of Carborane-Fused Oxaborolest  

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作  者:Ruofei Cheng Zaozao Qiu Zuowei Xie 

机构地区:[1]Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Rd,Shanghai 200032,China [2]CAS Key Laboratory of Energy Regulation Materials,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Rd,Shanghai 200032,China [3]Fujian Innovation Academy,Chinese Academy of Sciences,155 Yangqiao Rd West,Fuzhou,Fujian 350002,China [4]Department of Chemistry and State Key Laboratory of Synthetic Chemistry,The Chinese University of Hong Kong,Shotin,N.T.,Hong Kong,China

出  处:《Chinese Journal of Chemistry》2020年第12期1575-1578,共4页中国化学(英文版)

基  金:This work was supported by grants from the National NaturalScience Foundation of China(No.21772223);the Science andTechnology Commission ofShanghai Municipality(No.18590760800);the China Postdoctoral Science Foundation(No.BX20180341 to R.C.), the Shanghai Postdoctoral Excellence Program (No. 2018027 to R. C.), the Chinese Academy of Sciences,and Hong Kong Research Grants Council (No.14305017).

摘  要:of main observation and conclusion A palladium catalyzed oxidative annulation of 1-hydroxy-o-carborane with internal alkynes via regioselective B(3)—H bond activation has been developed for facile synthesis of a series of QB-substituted carborane-fused oxaboroles.These molecules can undergo intramolecular oxidative dehydrogenative coupling to afford carborane-fused large n systems for potential applications in organic materials.The reaction mechanism is also proposed,involving hydroxy deprotonation,nucleopalladation of alkyne,regioselective electrophilic B—H substitution and reductive eiiimination.

关 键 词:materials. OXIDATIVE FUSED 

分 类 号:O62[理学—有机化学]

 

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