铜（I）催化的重氮化合物与末端炔-亚烷基环丙烷的偶联和环化异构化反应：功能化环戊[ b]萘衍生物的合成。
Cu(I)-Catalyzed Coupling and Cycloisomerization of Diazo Compounds with Terminal Yne-Alkylidenecyclopropanes: Synthesis of Functionalized Cyclopenta[ b]naphthalene Derivatives.
机构信息
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering , East China University of Science and Technology , 130 Mei Long Road , Shanghai 200237 , People's Republic of China.
State Key Laboratory and Institute of Elemento-organic Chemistry , Nankai University , Tianjin 300071 , People's Republic of China.
出版信息
Org Lett. 2018 Aug 3;20(15):4516-4520. doi: 10.1021/acs.orglett.8b01812. Epub 2018 Jul 13.
A Cu(I)-catalyzed coupling and cycloisomerization of diazo compounds with terminal yne-alkylidenecyclopropanes (ACPs) has been presented. This reaction starts from the formation of an allenic intermediate in the Cu(I)-catalyzed cross-coupling reaction of a diazo compound with terminal alkyne in yne-tethered ACP and then undergoes a domino cycloisomerization of a 6π-electrocyclization and cyclopropane ring-opening rearrangement to give functionalized cyclopenta[ b]naphthalene derivatives in moderate to excellent yields under mild conditions.
一种铜（I）催化的重氮化合物与末端炔基烯丙基环丙烷（ACPs）的偶联和环异构化反应已经被提出。该反应起始于铜（I）催化的重氮化合物与yne-连接的 ACP 中的末端炔的交叉偶联反应中形成的烯丙基中间体，然后经历一个多米诺环异构化反应，即 6π-电环化和环丙烷开环重排，在温和条件下以中等至优异的收率得到官能化的环戊[ b]萘衍生物。
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