Benzyne inserts into one of the C-O bonds of styrene -oxide to form a dihydrobenzofuran as the major product together with five other reaction products. A detailed study of the reaction mixture clarified an intriguing forty-year-old personal communication from Stiles and Haag.
Benzyne 插入到氧化苯乙烯的 CO 键之一中,与其他五种反应产物一起形成二氢苯并呋喃作为主要产物。对反应混合物的详细研究澄清了来自 Stiles 和 Haag 的有趣的 40 年前个人交流。
Regioselective and Stereoselective Entry to β,β-Disubstituted Vinyl Ethers via the Sequential Hydroboration/Suzuki–Miyaura Coupling of Ynol Ethers
作者:Weijian Cui、Mengyi Mao、Zuying He、Gangguo Zhu
DOI:10.1021/jo401523m
日期:2013.10.4
A highly regio- and stereoselectivesynthesis of stereodefined β,β-disubstituted alkenyl ethers featuring the sequential hydroboration/Suzuki–Miyaura coupling of ynol ethers has been described. A number of functional groups, including OMe, Ac, CO2Et, CN, halides, and alkyl, (hetero)aryl, and alkenyl groups, are well-tolerated under the reaction conditions. Furthermore, it allows a facile entry to the
with 2 equiv of aryl Grignardreagents, were found to be effective active catalysts in cross-coupling reactions of vinyl ethers with aryl Grignardreagents, giving rise to the production of vinyl arenes. In this catalytic system, vinyl-O bonds were preferably cleaved over Ar-O or Ar-Br bonds. A lithium rhodate complex was isolated, and its crystalstructure was determined by X-ray crystallography.
通过 [RhCl(cod)]2 与 2 当量的芳基格氏试剂反应生成的阴离子二芳基铑配合物被发现是乙烯基醚与芳基格氏试剂交叉偶联反应的有效活性催化剂,从而产生乙烯基芳烃. 在该催化系统中,乙烯基-O键优选在Ar-O或Ar-Br键上裂解。分离出一种铑酸锂络合物,并通过 X 射线晶体学确定其晶体结构。
Three Component Reaction of Arynes with Cyclic Ethers and Active Methines: Synthesis of ω-Trichloroalkyl Phenyl Ethers
Synthesis of ω-chlorinated alkyl phenyl ethers by tandem reaction of arynes with cyclicethers and active methines was achieved. Reaction of benzenediazonium 2-carboxylate with tetrahydropyran or t...
CuI/<i>N</i>,<i>N</i>-Dimethylglycine-Catalyzed Cross-Coupling Reaction of Vinyl Halides with Phenols and its Application to the Assembly of Substituted Benzofurans
作者:Dawei Ma、Qian Cai、Xiaoan Xie
DOI:10.1055/s-2005-871543
日期:——
Cul-catalyzed coupling reaction of vinylhalides and phenols occurs at 60-90 °C with N,N-dimethylglycine hydrochloride as the additive, giving vinylarylethers in good yields. The cross-coupling products formed from o-iodophenols and vinyl iodides are converted into substituted benzofurans via an intramolecular Heck reaction.