浙江化工
浙江化工
절강화공
ZHEJIANG CHEMICAL INDUSTRY
2013年
10期
34-36
,共3页
周建青%许凯%汪丹杰%蔡正义%高建荣%贾义霞
週建青%許凱%汪丹傑%蔡正義%高建榮%賈義霞
주건청%허개%왕단걸%채정의%고건영%가의하
手性磷酸%不对称傅克反应%吲哚%烯胺
手性燐痠%不對稱傅剋反應%吲哚%烯胺
수성린산%불대칭부극반응%신타%희알
chiral phosphoric acid%asymmetric Friedel-Crafts reaction%indole%enamine
以手性磷酸作为催化剂,研究了3-亚甲基异吲哚-1-酮与吲哚的不对称傅克烷基化反应。通过对催化剂、溶剂及反应温度等条件的优化,发现在室温条件下,以(S)-1-萘基取代的手性磷酸CPA-5为催化剂,在二氯甲烷溶剂中,反应可以获得51%的对映选择性。在此条件下,考察了吲哚的取代基效应,获得优秀的反应收率和39%~64%的ee值。
以手性燐痠作為催化劑,研究瞭3-亞甲基異吲哚-1-酮與吲哚的不對稱傅剋烷基化反應。通過對催化劑、溶劑及反應溫度等條件的優化,髮現在室溫條件下,以(S)-1-萘基取代的手性燐痠CPA-5為催化劑,在二氯甲烷溶劑中,反應可以穫得51%的對映選擇性。在此條件下,攷察瞭吲哚的取代基效應,穫得優秀的反應收率和39%~64%的ee值。
이수성린산작위최화제,연구료3-아갑기이신타-1-동여신타적불대칭부극완기화반응。통과대최화제、용제급반응온도등조건적우화,발현재실온조건하,이(S)-1-내기취대적수성린산CPA-5위최화제,재이록갑완용제중,반응가이획득51%적대영선택성。재차조건하,고찰료신타적취대기효응,획득우수적반응수솔화39%~64%적ee치。
Friedel-Crafts alkylation reaction of 3-methylene-isoindol-1-one and indoles catalyzed by chiral phosphoric acid was studied. With the optimization of catalyst, solvent and reaction temperature, the optimum catalyst was (S)-1-naphthyl replaced CPA-5 chiral phosphoric acid, optimum solvent was dichloromethane. The reaction could obtain 51% stereoselectivity under the room temperature. Under these conditions, the substituent effect of indole was investigated, good reaction yield and 39%~64%ee were obtained.