The reaction of bis(trifluoromethyl)amino-oxyl with t-butyl bromide,t-butyl chloride, 2,2-dichloropropane, 2-chloro-2-phenylpropane and t-butyl acetate
作者:Gregory D. Connelly、Anthony E. Tipping
DOI:10.1016/0022-1139(93)02980-s
日期:1994.7
a bromine atom to give the alkene CH2=Cme2. Addition of oxyl 1 and bromine to the alkene affords the adducts (CF3)2NOCH2Cme2ON(CF3)2 (4) (10%) and CH2BrCMe2Br (8) (26.5%), respectively, while allylic hydrogen abstraction from the alkene leads to the compounds [(CF3)2NOCH2]2CMeON(CF3)2 (5) (10%) and(CF3)2NOCH2CMe[ON(CF3)2]CH2Br (7) (15.5%). Reaction with t-butyl chloride is more complex and gives a
的氧基(CF的反应3)2 NO·(1)用叔丁基溴(Ç 2:1分的摩尔比)在室温下导致初始夺氢,得到羟胺(CF 3)2 NOH(3)和自由基CH2CMe2Br(17),其中(i)夫妇氧基1,得到化合物(CF 3)2 NOCH 2 CME 2能Br(6)(33.5%)和(ii)消除了溴原子,得到烯烃CH 2 = Cme 2。氧基1的添加和溴到烯烃上分别提供加成物(CF 3)2 NOCH 2 Cme 2 ON(CF 3)2(4)(10%)和CH 2 BrCMe 2 Br(8)(26.5%),同时实现烯丙基氢的提取从烯烃中得到的化合物为[(CF 3)2 NOCH 2 ] 2 CMeON(CF 3)2(5)(10%)和(CF 3)2 NOCH 2 CMe [ON(CF 3)2 ] CH2 Br(7)(15.5%)。与叔丁基氯的反应更为复杂,并与化合物4(37%),5(8%)和(CF 3)2 NOCH