STUDIES ON THE AMINO-HECK REACTIONS OF UNSATURATED KETONES O-PHOSPHINYLOXIMES FOR THE PREPARATION OF SUBSTITUTED PYRIDINES

被引：18

作者：

Zhu, Jia-Liang ^{[1
]}

Su, Yi-Lin ^{[1
]}

Chan, Yu-Hui ^{[1
]}

Chen, I-Chia ^{[2
]}

Liao, Chuan-Chen ^{[1
]}

机构：

[1] Natl Dong Hwa Univ, Dept Chem, Hualien 974, Taiwan

[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300013, Taiwan

来源：

HETEROCYCLES | 2009年 / 78卷 / 02期

关键词：

Amino-Heck Reaction; Pyridine; Phosphinyloxime; Palladium; Aza-Heterocyle; PALLADIUM-CATALYZED CYCLIZATION; PENTAFLUOROBENZOYLOXIMES; DERIVATIVES; OXIMES; PYRROLES; SALTS;

D O I：

10.3987/COM-08-11508

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The amino-Heck cyclization process has been applied into a range of gamma,delta-unsaturated ketone O-diethylphosphinyloximes 1 and delta,epsilon-unsaturated ketone O-diethylphosphinyloximes 7. Under the specific catalytic conditions developed by us, these substrates were found to preferentially undergo the 6-endo cyclization to give the formation of 2-substituted pyridines 3 and substituted methylpyridines 8, respectively, in moderate to good yields. Besides, several interesting aspects on the effects of phosphinyl groups, solvents, bases and molecular sieves on the regioselectivity of the cyclization of 1 have also been realized.

引用

页码：369 / 387

页数：19

共 10 条

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