The hydroboration/Pd-catalyzed migrative Suzuki–Miyaura cross-coupling of 1,3-dienes with electron-deficient arylhalides has been developed, which enables the synthesis of branched allylarenes directly from primary homoallylic alkyl boranes. A ligand-tuned linear- or branch-selective coupling for these arylhalides has also been achieved.
A copper-catalyzedreaction protocol for the dehydrogenation of ethylbenzenes into styrene derivatives has been developed. This reaction procedure proceeded well under mild reaction conditions, providing a practical and efficient strategy for the rapid assembly of biologically and pharmaceutically significant molecules, such as vinyl sulfone. Simple alkyl arenes were functionalized via consecutive
已经开发出铜催化的用于将乙苯脱氢成苯乙烯衍生物的反应方案。该反应过程在温和的反应条件下进行得很好,为生物学和药学上重要的分子(如乙烯基砜)的快速组装提供了实用而有效的策略。在存在N-磺酰基苯并[ d ]咪唑的情况下,通过连续的β-消除作用将简单的烷基芳烃官能化,具有广泛的底物范围和良好的官能团耐受性。
sp3-sp2 C-C Bond Formation via Brønsted Acid Trifluoromethanesulfonic Acid-Catalyzed Direct Coupling Reaction of Alcohols and Alkenes
作者:Hui-Lan Yue、Wei Wei、Ming-Ming Li、Yong-Rong Yang、Jian-Xin Ji
DOI:10.1002/adsc.201100262
日期:2011.11
A novel and efficient trifluoromethanesulfonic acid-catalyzed sp3-sp2 CC bond formation reaction through the direct coupling of alcohols with alkenes has been realized under mild conditions. The present protocol provides an attractive approach to a diverse range of polysubstituted olefins in good to excellent yields with high stereo- and regioselectivities.
The oxidative difunctionalization of aryl alkynoates with alphatic aldehydes as a cheap and abundant alkyl radical source was developed, providing a variety of trisubstituted alkenes in moderate to good yields. In this reaction, radical decarbonylative alkylation of C-C triple bond, 1,4-aryl migration, and decarboxylation were involved under metal-free conditions.
1,1-Diphenylalkenes. Part II. Alkylation of 1,1-diphenylpropene carbanions. The principle of least motion
作者:R. Boyce、W. S. Murphy、K. P. Klein
DOI:10.1039/p19720001292
日期:——
Carbanions of the type [Ph2CCHCHR]– were alkylated in liquid ammonia. A preponderance of α-alkylation occurred when R was H or Me, in accord with the principle of leastmotion. Contrary to predictions, exclusive α-alkylation occurred when R was Ph. The mechanism and synthetic utility of these reactions are discussed.