三氯化鐵輔佐環形-2-烯-7-炔-8-苯酮、醇分子內環化反應—螺旋[4,5]癸烷衍生物的合成
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Date
2011
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Abstract
本文分為兩部分：
利用1.5當量的三氯化鐵與8-芳香基- 2-烯-7-炔- 1-酮在於1,2-二溴乙烷溶液中在45 ℃下反應 2至16小時，可以得到(E)-螺旋[4,5]癸酮衍生物，產率約20 ~ 55%。
三氯化鐵同時也是很好的路易士酸，可以使帶有炔基之烯醇化合物行合環反應得到(E)-螺旋[4,5]癸烯衍生物系統。將三氯化鐵與8-芳香基- 2-烯-7-炔- 1-醇在室溫條件下、二氯甲烷溶液中反應，優點是反應時間少於三分鐘且有不錯的產率。
Reaction of cyclic 8-aryl-2-en-7-yn-1-ones with iron(III) chloride affording (E)-spiro[4,5]decanone derivatives was developed. Treatment of 1.5 eq of FeCl3 with cyclic 8-aryl-2-en-7-yn-1-ones in 1,2-dibromoethane at 45 ℃ for 2-16 hours produced (E)-spiro[5,4] decanone derivatives in 20-50 %. Iron(III) chloride was also an excellent Lewis acid to promote the synthesis of (E)-spiro[4,5]decene systems from cyclic 8-aryl-2-en-7-yn-1-ols. The reaction occurred in less than 3 minutes at room temperture in methylene chloride solution and in good yields.
Reaction of cyclic 8-aryl-2-en-7-yn-1-ones with iron(III) chloride affording (E)-spiro[4,5]decanone derivatives was developed. Treatment of 1.5 eq of FeCl3 with cyclic 8-aryl-2-en-7-yn-1-ones in 1,2-dibromoethane at 45 ℃ for 2-16 hours produced (E)-spiro[5,4] decanone derivatives in 20-50 %. Iron(III) chloride was also an excellent Lewis acid to promote the synthesis of (E)-spiro[4,5]decene systems from cyclic 8-aryl-2-en-7-yn-1-ols. The reaction occurred in less than 3 minutes at room temperture in methylene chloride solution and in good yields.
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螺旋化合物, 螺旋[4, 5]癸烷, spiro compound, spiro[4, 5]decanone