当前位置: X-MOL 学术Catal. Lett. › 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.)
Cu-Catalyzed Oxidative-Reaction of Tosylmethylisocyanide and Benzyl Alcohols: Efficient Synthesis of 4-(tert-butylperoxy)-5-aryloxazol-2(3H)-ones and 5-Aryloxazol-2(5H)-ones
Catalysis Letters ( IF 2.8 ) Pub Date : 2020-01-20 , DOI: 10.1007/s10562-020-03109-y
Heshmatollah Sepahvand , Ayoob Bazgir , Ahmad Shaabani

Herein, a novel copper-catalyzed reaction of tosylmethylisocyanide (TosMIC) with benzyl alcohols has been developed using tert-butyl hydroperoxide (TBHP) for the first time. The reaction involves the in-situ oxidation of benzyl alcohol to corresponding benzaldehyde, followed by sequential formal [3+2] cycloaddition/radical addition/ring oxidation reactions, and provides an efficient method for the construction of 4-(tert-butylperoxy)-5-aryloxazol-2(3H)-ones from readily available starting materials. Replacement of TBHP with H2O2 led to the production of 5-aryloxazol-2(5H)-ones in good yields. Tandem oxidative Van Leusen reaction: efficient three-component approach for the synthesis of 4-(tert-butylperoxy)-5-aryloxazol-2(3H)-ones and 5-phenyloxazol-2(5H)-one for the first time.

中文翻译:

铜催化的 Tosylmethylisocyanide 和苯甲醇的氧化反应:4-(tert-butylperoxy)-5-aryloxazol-2(3H)-ones 和 5-Aryloxazol-2(5H)-ones 的有效合成

在此,首次使用叔丁基过氧化氢 (TBHP) 开发了一种新的铜催化甲苯磺酰甲基异氰化物 (TosMIC) 与苯甲醇的反应。该反应包括苯甲醇原位氧化成相应的苯甲醛,然后依次进行正式的[3+2]环加成/自由基加成/环氧化反应,为构建4-(叔丁基过氧化)-提供了一种有效的方法。 5-芳基恶唑-2(3H)-酮来自易得的原料。用 H2O2 代替 TBHP 导致以良好的产率生产 5-芳基恶唑-2(5H)-酮。串联氧化 Van Leusen 反应:首次合成 4-(叔丁基过氧化)-5-芳基恶唑-2(3H)-酮和 5-苯基恶唑-2(5H)-酮的高效三组分方法。
更新日期:2020-01-20
down
wechat
bug