当前位置: X-MOL 学术Adv. Synth. Catal. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Synthesis of Cyclobutene‐Fused Eight‐Membered Carbocycles through Gold‐Catalyzed Intramolecular Enyne [2+2] Cycloaddition
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2017-12-13 , DOI: 10.1002/adsc.201701193
Tomohiro Iwai 1 , Masahiro Ueno 1 , Hiori Okochi 1 , Masaya Sawamura 1
Affiliation  

Cationic gold(I) complexes with hollow‐shaped triethynylphosphine ligands efficiently catalyzed intramolecular [2+2] cycloaddition of 1,9‐enynes to afford cyclobutene‐fused eight‐membered carbocycles that were difficult to synthesize by other catalytic systems. Various 1,9‐enynes with carbon linkers with or without a fused ring underwent efficient [2+2] cycloaddition with 5 mol% of the Au catalyst bearing the triarylmethyl‐end‐capped triethynylphosphine in CH2Cl2 at rt in the presence of MS 4A as an additive. More challenging 1,9‐enyne substrates with fully saturated acyclic carbon linkers underwent eight‐membered ring formation at 60 °C in ClCH2CH2Cl in the absence of MS 4A, forming monocyclic 1,3‐dienes as major products.

中文翻译:

通过金催化的分子内烯炔[2 + 2]环加成反应合成环丁烯融合的八元碳环

具有空心三乙炔基膦配体的阳离子金(I)配合物可有效催化1,9-炔烃的分子内[2 + 2]环加成反应,从而制得环丁烯稠合的八元碳环,这些碳环很难被其他催化系统合成。在室温下,在室温下,在CH 2 Cl 2中,各种带有碳接头的带有或不带有稠合环的1,9-烯类化合物进行有效的[2 + 2]环加成反应,加入5 mol%的带有三芳基甲基封端的三乙炔膦的Au催化剂。 MS 4A作为添加剂。具有挑战性的具有完全饱和的无环碳连接基的1,9-烯炔底物在缺少MS 4A的情况下于60°C在ClCH 2 CH 2 Cl中经历了八元环形成,形成了单环1,3-二烯作为主要产物。
更新日期:2017-12-13
down
wechat
bug