当前位置: X-MOL 学术Organometallics › 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.)
Palladium(II) N^O Chelating Complexes Catalyzed One-Pot Approach for Synthesis of Quinazolin-4(3H)-ones via Acceptorless Dehydrogenative Coupling of Benzyl Alcohols and 2-Aminobenzamide
Organometallics ( IF 2.8 ) Pub Date : 2021-03-04 , DOI: 10.1021/acs.organomet.0c00814
Sundarraman Balaji 1 , Gunasekaran Balamurugan 1 , Rengan Ramesh 1 , David Semeril 2
Affiliation  

A convenient protocol for the one-pot synthesis of quinazolin-4(3H)-ones using palladium(II) complexes via dehydrogenative coupling of readily available benzyl alcohols and 2-aminobenzamide has been described. New structurally related Pd(II) N^O chelating complexes of general configuration [Pd(L)Cl(PPh3)] (where L = dimethylamino benzoylhydrazone ligands) have been designed and synthesized. The formation of the complexes has been recognized by analytical and spectral methods (FT-IR, NMR, HR-MS). The presence of a square-planar geometry around the palladium(II) ion was confirmed by single crystal X-ray diffraction study. A wide range of substituted quinazolinones have been successfully achieved from a diverse range of benzyl alcohols in good to excellent yields using 1.0 mol % of catalyst loading under aerobic conditions. Furthermore, control experiments reveal that the dehydrogenative coupling reaction involves initially the formation of an aldehyde intermediate and subsequent formation of a cyclic aminal intermediate.

中文翻译:

钯(II)N ^ O螯合配合物催化苄醇与2-氨基苯甲酰胺的无受体脱氢偶联合成喹唑啉-4(3 H)-一锅的一锅法

已经描述了一种方便的方案,该方案通过容易获得的苄醇和2-氨基苯甲酰胺的脱氢偶联使用钯(II)配合物一锅合成喹唑啉-4(3 H)-酮。新型[Pd(L)Cl(PPh 3)与结构相关的Pd(II)N ^ O螯合物)](其中L =二甲基氨基苯甲酰hydr配体)已设计并合成。络合物的形成已通过分析和光谱方法(FT-IR,NMR,HR-MS)得到认可。通过单晶X射线衍射研究证实了钯(II)离子周围存在正方形平面的几何形状。在有氧条件下,使用1.0 mol%的催化剂负载量,可以从各种各样的苄醇中成功地成功获得各种各样的取代的喹唑啉酮类化合物,产率高至优异。此外,对照实验表明,脱氢偶联反应首先涉及醛中间体的形成,然后涉及环状氨基中间体的形成。
更新日期:2021-03-22
down
wechat
bug