本論文主旨在於研究Corey-Chavkovsky 試劑1與鄰羥二苯甲酮衍生物61之新穎反應。
根據已報導的文獻知道Corey-Chavkovsky 試劑1與含羰基化合物反應時將進行環氧基化反應，羰基形成將環氧基。這是已經發展40多年來已知著名反應Corey-Chaykovsky環氧化（epoxidation）。原擬定運用Corey-Chavkovsky 試劑1於合成化合物 53，其為抗糖尿病的核心結構，但意外得到化合物55，而化合物55於酸性下合環可得高產率化合物66。鄰羥二苯甲酮61可以進行新穎反應得到重排產物66與3-苯基苯并呋喃69。而於鄰羥二苯甲酮羰基的對位上接上不同取代基，化合物70a~d，均可得到重排產物66a~d產率為20%~45% 與3-取代苯并呋喃產物69a~d 產率為 20%~50% ; 但於鄰羥二苯甲酮的4’位置上接硝基(nitro group)卻沒得到預期的重排產物，而是另一邊的重排產物76e。而其反應機構根據所得產物推測出反應時有四種路徑可以進行。

Corey-Chakovsky’s reagent was used for the synthesis of several derivatives of benzofuran 52, an important building block for the synthesis of antidiabetic drug. Constellations of different substituents at 4 and 4’ positions of 2-Hydrobenzophenone 61、70a~d afforded rearrangement products with varying percentage yields. 2-Hydrobenzophenone 61 furnished 66 and 69 in 20% and 50% yield, respectively. The same rearrangement products were obtained for 2-Hydrobenzophenone 70a-d with percentage yields which ranged from 66a~d 20% to 45% and 69a~d 20% to 50 %. 2-Hydrobenzophenone 70e with nitro substituent at position 4’ did not produce the target molecule; instead compound 76e was produced in 70% yield. A plausible mechanistic interpretation suggests the involvement of four different paths to get different compounds.

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