葉名倉Ming-Chang P. Yeh林欣慧Hsin-Hui Lin2019-09-042016-7-122019-09-042011http://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22GN0698420460%22.&%22.id.&http://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100875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.螺旋化合物螺旋[45]癸烷spiro compoundspiro[45]decanone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Cyclization of cyclic 8-aryl-2,7-enyn-1-ones and cyclic 8-aryl-2,7-enyn-1-ols with FeCl3 –the synthesis of spiro[4,5]decane derivatives