Larock RC, Reddy CK
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Org Lett. 2000 Oct 19;2(21):3325-7. doi: 10.1021/ol000219i.
The palladium-catalyzed cross-coupling of aryl or vinylic halides and 1-(1-alkynyl)cyclobutanols affords good yields of stereoisomerically pure 2-arylidene- or 2-(2-alkenylidene)cyclopentanones, respectively, by a process involving (1) oxidative addition of the organic iodide to Pd(0), (2) carbopalladation of the triple bond of the 1-(1-alkynyl)cyclobutanol, (3) regio- and stereoselective ring expansion to form a novel palladiacycle, and (4) reductive elimination to the 2-alkylidenecyclopentanone with simultaneous regeneration of the Pd(0) catalyst.
钯催化的芳基或乙烯基卤化物与1-(1-炔基)环丁醇的交叉偶联反应，通过以下过程分别以良好的产率得到立体异构体纯的2-亚芳基环戊酮或2-(2-亚烯基)环戊酮：(1) 有机碘化物对Pd(0)的氧化加成；(2) 1-(1-炔基)环丁醇三键的碳钯化反应；(3) 区域和立体选择性扩环形成一种新型钯环；(4) 还原消除生成2-亚烷基环戊酮，同时再生Pd(0)催化剂。
