本篇主要是利用擴環反應來合成苯酚衍生物，我們也改變以往利用金屬催化劑的方法來得到產物；首先，我們以1-茚酮類分子為起始物，與wittig試劑反應，得到phenylmethylene alkene 1，再將化合物1與OsO4及T.M.O.氧化形成雙醇化合物，而得到化合物2，最後，再將化合物2上的二級醇氧化成ketone，得到化合物3，即完成擴環反應起始物的製備；得到化合物3後，與甲氧鈉反應，即得到擴環的產物2-hydroxy-α-tetralone 4，最後，在以苯甲磺酸與化合物4進行脫水反應，即可以得到最終產物苯酚衍生物5。 ; The goal of this paper is to synthesize 1-naphthol derivatives, to use ring expansion reaction. And, we also changed formerly obtained the product using the metal catalyst method. First, a Wittig reaction of indanone molecules with benzyltriphenyl-phosphoniumchloride, in the presence of butyl lithium, furnished 1-(phenylmethylene)-indane 1. Then, dihydroxylation of compound 1 with Osmium tetroxide and T.M.O reaction gave a diol product, in which the secondary hydroxyl group was further oxidized to a carbonyl group, and 1-acyl-1-indanol 3 was obtained. Treatment of 3 with sodium methoxide in methanol resulted in a ring expansion reaction, which provided 2-hydroxy-α-tetralone 4. Dehydration of 4 using p-TsOH as the catalyst eventually afforded naphthol 5. ; 碩士