Ortho-directed lithiation of ω-phenoxy alcohols

被引：12

作者：

Salteris, CS

Kostas, ID

Micha-Screttas, M

Heropoulos, GA

Screttas, CG

机构：

[1] Natl Hellen Res Fdn, Inst Organ & Pharmaceut Chem, Athens 11635, Greece

[2] NCSR Demokritos, Inst Sci Mat, Aghia Paraskevi Arrikis 15310, Greece

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 15期

关键词：

D O I：

10.1021/jo990443p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

omega-Phenoxy alcohols, PhO(CH2)(n)OH (n = 2-7), have been subjected to metalation with 2 equiv of n-butyllithium in tetrahydrofuran/methylcyclohexane solvent. Reaction of the resulting lithiated compounds with carbon dioxide (n = 2-7), benzaldehyde (n = 2-6), benzophenone (n = 2, 3), dimethylformamide (n = 2), ethyl formate (n = 2), and chlorodiphenylphosphine (n = 3) afforded the corresponding ortho-substituted hydroxyalkoxybenzenes in yields ranging from 45 to 83%. The synthesis is also reported of five new bis[o-(omega-hydroxyalkoxy)phenyl]mercury compounds (n = 2-6), four crystal structures of which have been determined.

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页码：5589 / 5592

页数：4

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