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[关于制备具有药学意义的中间体时酚类碘化反应的实验观察]

[Experimental observations on the iodination of phenols in the preparation of intermediates of pharmaceutical interest].

作者信息

Piscopo E, Diurno M V, Andreotti A

出版信息

Boll Soc Ital Biol Sper. 1983 Jan 31;59(1):44-50.

PMID:6849693
Abstract

A study has been made on the iodination of phenols by elemental iodine in Na2CO3 solution. The results attained by applying the suggested procedure to a number of practical cases have been very encouraging. This method gives rise to the iodine derivatives of aldehydes (2-hydroxy- and 4-hydroxy-3,5-diiodobenzaldehyd), ketones (2-hydroxy-5-iodo-, 2-hydroxy-3,5-diiodo- and 4-hydroxy-3,5-diiodo-acetophenone, 4-hydroxy-3,5-diiodo-propiophenone), acids (3,5-diiodo-4-hydroxybenzoic acid, 3-formyl-4-hydroxy-5-iodobenzoic acid), aminoacids (3-iodo- and 3,5-diiodo-tyrosine), esters (methyl ester of 2-hydroxy- and 4-hydroxy-3,5-diiodobenzoic acid, methyl ester of 3-iodo-5-chloro-, 3-iodo-5-bromo- and 3,4,5-triiodosalicylic acid, dimethyl- and diethyl-ester of 4-hydroxy-5-iodo-isophthalic acid), amides (2-hydroxy-3,5-diiodobenzamide) and benzoxazole derivatives (2-(2'-hydroxy-3',5'-diiodophenyl)benzoxazole).

摘要

已对在碳酸钠溶液中用单质碘对酚进行碘化反应展开了一项研究。将所建议的方法应用于一些实际案例所取得的结果非常令人鼓舞。该方法可生成醛的碘衍生物(2-羟基-和4-羟基-3,5-二碘苯甲醛)、酮的碘衍生物(2-羟基-5-碘代、2-羟基-3,5-二碘代-和4-羟基-3,5-二碘代苯乙酮、4-羟基-3,5-二碘代苯丙酮)、酸的碘衍生物(3,5-二碘-4-羟基苯甲酸、3-甲酰基-4-羟基-5-碘苯甲酸)、氨基酸的碘衍生物(3-碘代-和3,5-二碘代酪氨酸)、酯的碘衍生物(2-羟基-和4-羟基-3,5-二碘苯甲酸甲酯、3-碘-5-氯代、3-碘-5-溴代-和3,4,5-三碘水杨酸甲酯、4-羟基-5-碘间苯二甲酸二甲酯和二乙酯)、酰胺的碘衍生物(2-羟基-3,5-二碘苯甲酰胺)以及苯并恶唑衍生物(2-(2'-羟基-3',5'-二碘苯基)苯并恶唑)。

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