有机锡化合物在有机合成中应用的研究——查耳酮类化合物的合成

THE INVESTIGATION OF APPLICATIONS IN ORGANIC SYNTHESIS FOR ORGANOTIN COMPOUNDS AS REAGENTS—SYNTHESIS OF CHALCONES

本文研究以二(三笨膦)苄基氯化钯为催化刘、三丁基芳基锡与取代的肉桂酰氯偶联合成查耳酮类化合物的新方法。本方法具有产率高、化学选择性强、反应条件温和、易于操作、反应终点明显等优点。

A new method is studied for synthesis of chalcones with the cross-coupling reaction of tributylaryltin and substituted cinnamoyl chlorides catalyzed by benzylchlorobis (triphenyl phosphine) palladium in this paper. With this method, high yields of cross-coupling products are obtained, and the chemeseleotivity in high, too, a widety of functional groups can be toierated on the acid chloride, such as nitro. halo, methoxy and so on, cinnamoyl chlorides do not undergo conjugate addition. The conditions of the reaction are mild and the workup is simple. The end of reaction is clearly visualized by precipitation of palladium, and there is no need to run the reaction in an inert atmosphere. In this investigation, two new compounds were synthesized. S-cis confnrmation for these chalcones are proved on the bosis of IR.