Chemo- and Regioselective Alkylation of Pyridine N-Oxides with Titanacyclopropanes

被引：1

作者：

Xu, Li-Chen ^{[1
]}

Ma, Xiao-Di ^{[1
]}

Liu, Kun-Ming ^{[1
]}

Duan, Xin-Fang ^{[1
]}

机构：

[1] Beijing Normal Univ, Coll Chem, Beijing 100875, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 48期

基金：

中国国家自然科学基金;

关键词：

GRIGNARD-REAGENTS; CARBOXYLIC ESTERS; CYCLOPROPANATION; FUNCTIONALIZATION; CYCLOPROPYLAMINES; HETEROARENES; CHEMISTRY; ARYLATION;

D O I：

10.1021/acs.orglett.3c03469

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

While titanacyclopropanes are used to react mainly with ester, amide, and cyano to undergo cyclopropanation, herein they react preferentially with pyridine N-oxide to accomplish C2-H alkylation beyond these functionalities with double regioselectivity. After being pyridylated at the less hindered C-Ti bond, the remaining C-Ti bond of titanacyclopropanes can be further functionalized by various electrophiles, allowing facile introduction of complex alkyls onto the C2 of pyridines. Its synthetic potential has been demonstrated by late-stage diversification of drugs.

引用

页码：8640 / 8644

页数：5

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