利用金屬離子起始氧化性碳自由基而形成新的碳-碳鍵結，這樣的合成方法已受到化學家的重視；其中，醋酸錳(III)與硝酸鈰(IV)銨是常見的氧化劑且效果極佳，所產生的自由基可進行分子內或分子間的環合反應。
許多?類化合物具有藥理活性，而本實驗室對於此類化合物亦深感興趣並致力於?類化合物的親電性自由基反應。
本論文共分為三部分：
(1)2-甲胺基-1,4-??與乙醯?吩化合物的氧化性自由基反應。
(2)3-苯甲基-2-乙酸乙酯基-1,4-??化合物的氧化性自由基反應。
(3)3-苯甲醯-2-乙酸乙酯基-1,4-??化合物的氧化性自由基
反應。

The metal-initiated generation of carbon-centered radicals has received considerable attention in organic synthesis for constructing a new carbon-carbon bond. Among these, manganese(III) acetate and cerium(IV) ammonium nitrate have been used most efficiently. These reactions can proceed via intramolecular or intermolecular manners.
Compounds containing the quinone group exhibit biological properties. In our laboratory, we are interested in electrophilic free radical reactions between 1,4-quinones and carbonyl compounds.
In this report, we describe our results on:
(1) The oxidative free radical reactions between 2-methylamino-1,4-naphthoquinone and acetyl thiophene compounds.
(2) The intramolecular cyclization of ethyl (3-benzyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl) acetates.
(3) The intramolecular cyclization of ethyl (3-benzoyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl) acetates.

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