One-pot synthesis of substituted indole N-oxides:: TiCl4-mediated Baylis-Hillman reaction of α-oxo cyclic ketene-S,S-acetal with o-nitrobenzaldehydes and subsequent intramolecular cyclization

被引：23

作者：

Pan, Wei ^{[1
]}

Dong, Dewen ^{[1
]}

Sun, Shaoguang ^{[1
]}

Liu, Qun ^{[1
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

来源：

SYNLETT | 2006年 / 07期

关键词：

Baylis-Hillinan reaction; indole N-oxides; alpha-oxo ketene-S; S-acetals; TiCl4;

D O I：

10.1055/s-2006-939074

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One-pot synthesis Of Substituted indole N-oxides 3 has been developed based on the TiCl4-mediated Baylis-Hillman reaction of alpha-oxo cyclic ketene-S,S-acetal 1 with o-nitrobenzaldehydes 2 and subsequent intramolecular cyclization reaction.

引用

页码：1090 / 1094

页数：5

共 3 条

[1] Synthesis of 3-substituted-4-hydroxyquinoline N-oxides from the Baylis-Hillman adducts of o-nitrobenzaldehydes
Lee, KY
Kim, JM
Kim, JN
TETRAHEDRON, 2003, 59 (03) : 385 - 390
[2] One-Pot Synthesis of Quinoxaline N-Oxides via Radical-Mediated Cyclization of Ketene N,S-Acetals
Kumar, Ganesh
Ray, Subhasish
Shukla, Gaurav
Singh, Maya Shankar
SYNTHESIS-STUTTGART, 2023, 55 (23): : 3981 - 3990
[3] One-pot synthesis of substituted isothiazol-3(2H)-ones:: Intramolecular annulation of α-carbamoyl ketene-S,S-acetals via PIFA-Mediated N-S bond formation
Huang, Jie
Lu, Yumei
Qiu, Baofu
Liang, Yongjiu
Li, Nan
Dong, Dewen
SYNTHESIS-STUTTGART, 2007, (18): : 2791 - 2796

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