Santaniello E, Ferraboschi P
J Steroid Biochem. 1983 Jul;19(1C):767-9. doi: 10.1016/0022-4731(83)90009-2.
Estrogens can be regiospecifically functionalized at the position 2 by a few electrophilic reagents. Reactions of estradiol 3-methyl ether-17 beta-acetate with Hg(OAc)2 and BF3 . Et2O/Ac2O allows the preparation of 2-chloromercurio- and 2-organoboron-derivatives respectively. Both the above compounds are useful starting material for easy preparations of 2-catecholestrogens and 2-chloromercurio-derivative can be transformed in other functionalized estrogens. New procedures for the preparation of 2,4-dinitroestrone and 2-nitroestrone are also described.
雌激素可通过几种亲电试剂在2位进行区域特异性官能团化。雌二醇3 - 甲醚 - 17β - 乙酸酯与Hg(OAc)₂以及BF₃·Et₂O/Ac₂O反应，分别可制备出2 - 氯汞基衍生物和2 - 有机硼衍生物。上述两种化合物都是易于制备2 - 儿茶酚雌激素的有用起始原料，并且2 - 氯汞基衍生物可转化为其他官能团化的雌激素。本文还描述了制备2,4 - 二硝基雌酮和2 - 硝基雌酮的新方法。
