Zhang Zhikun, Zhou Qi, Yu Weizhi, Li Tianjiao, Wu Guojiao, Zhang Yan, Wang Jianbo
†Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.
‡State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Org Lett. 2015 May 15;17(10):2474-7. doi: 10.1021/acs.orglett.5b00980. Epub 2015 May 7.
C-C Bond formation and β-F elimination have been achieved in a Cu(I)-catalyzed cross-coupling reaction of terminal alkynes and trifluoromethyl ketone N-tosylhydrazones. The reaction represents an efficient synthesis of 1,1-difluoro-1,3-enyne derivatives. Mechanistically, the migratory insertion of the copper carbene intermediate leads to the C-C bond formation, which is followed by C-F bond cleavage.
在末端炔烃与三氟甲基酮N-甲苯磺酰腙的铜（I）催化交叉偶联反应中实现了碳-碳键的形成和β-F消除。该反应代表了一种高效合成1,1-二氟-1,3-烯炔衍生物的方法。从机理上讲，卡宾铜中间体的迁移插入导致碳-碳键的形成，随后是碳-氟键的裂解。
