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A Double Mannich-type Reaction in the 1,4,5,6-Tetrahydropyridine-2-thiolate Series: A Convenient Approach to Functionalized 3,7-Diazabicyclo[3.3.1]nonane Derivatives
Authors:Victor V. Dotsenko  Sergey G. Krivokolysko  Victor P. Litvinov
Affiliation:(1) “ChemEx” Laboratory, Vladimir Dal’ East Ukrainian National University, Lugansk, Ukraine;(2) Russian Academy of Sciences, Zelinsky Institute of Organic Chemistry, Moscow, Russian Federation
Abstract:Summary. The reaction of N-methylmorpholinium 5-alkoxy-carbonyl-4-aryl-3-cyano-2-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with primary amines and formaldehyde under mild conditions afforded 7-substituted alkyl 9-aryl-5-cyano-2-oxo-4-thioxo-3,7-diazabicyclo[3.3.1]nonane-1-carboxylates in fair to good yields (52–74%). Third author was Deceased on February 26, 2007
Keywords:. Heterocycles   Cyclizations   Mannich reaction   3,7-Diazabicyclo[3.3.1]nonanes   Pyridine-2-thiolates.
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