Mn(OAc)3-BASED α′-OXIDATIVE ACETOXYLATION OF N-TRIFLUOROACETYL VINYLOGOUS AMIDES

被引：1

作者：

Lin, Hong-Yu ^{[1
]}

Snider, Barry B. ^{[1
]}

机构：

[1] Brandeis Univ, Dept Chem MS 015, Waltham, MA 02454 USA

来源：

HETEROCYCLES | 2012年 / 86卷 / 02期

关键词：

Vinylogous Amide; Oxidative Acetoxylation; Oxidative Cyclization; Pyridine; Free Radical; INTRAMOLECULAR CONJUGATE ADDITIONS; MANGANESE(III) ACETATE; DERIVATIVES; CARBOCYCLES; FAMILY;

D O I：

10.3987/COM-12-S(N)95

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinylogous amides 1 and 11 are oxidized by dried Mn(OAc)(3) in benzene at 90 degrees C to pyridines 5 and 12, respectively, whereas the analogous N-trifluoroacetyl vinylogous amides 6 and 13 are oxidized by dried Mn(OAc)(3) in benzene at 120 degrees C to give acetates 7 and 14. The alpha'-oxo radicals that are generated in this oxidation cyclize to proximal double bonds to give tricylic alkenes such as 20.

引用

页码：1391 / 1400

页数：10

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