Pyridinium salts-versatile reagents for the regioselective synthesis of functionalized thiazocino[2,3-b]indoles by tandem dinucleophilic reactions of thiooxindoles

被引：27
|
作者：
Kiamehr, Mostafa [1 ,2 ]
Moghaddam, Firouz Matloubi [1 ]
Gormay, Pavel V. [2 ]
Semeniuchenko, Volodymyr [3 ]
Villinger, Alexander [2 ]
Langer, Peter [2 ,4 ]
Iaroshenko, Viktor O. [2 ,3 ]
机构：
[1] Sharif Univ Technol, Dept Chem, Lab Organ Synth & Nat Prod, Tehran, Iran
[2] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[3] Natl Taras Shevchenko Univ, UA-01033 Kiev 33, Ukraine
[4] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
来源：
TETRAHEDRON | 2012年 / 68卷 / 47期
关键词：
Condensation; Heterocycles; Nucleophilic addition; Pyridines; Regioselectivity; 1,3-BIS(SILYL ENOL ETHERS); BRIDGED INDOLE ALKALOIDS; N-ALKYLPYRIDINIUM SALTS; 1ST TOTAL-SYNTHESIS; 1,1-BIS(TRIMETHYLSILYLOXY)KETENE ACETALS; STEREOSELECTIVE-SYNTHESIS; 1-ACYLPYRIDINIUM SALTS; AKUAMMILINE ALKALOIDS; NUCLEOPHILIC-ADDITION; STRYCHNOS ALKALOIDS;
D O I：
10.1016/j.tet.2012.09.059
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of thiooxindoles with various 2- and 3-substituted pyridinium salts afforded a variety of functionalized thiazocinoindoles. The products have been prepared in good to excellent yields by regioselective dinucleophilic C/S-cyclocondensation of thiooxindoles with pyridinium salts. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9685 / 9693
页数：9
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