Unexpected synthesis of 1,3,4-oxadiazines using extraordinary effect of SBA-Pr-SO3H as the nano-catalyst

Unexpected synthesis of 1,3,4-oxadiazines has been accomplished through three-component reaction of cyclohexyl isocyanide, hydrazide derivatives and cyclic ketones in the presence of a catalytic amount of SBA−Pr-SO3H as an efficient catalyst. A range of spirooxadiazine derivatives were synthesized i...

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Bibliographic Details
Main Authors: Fathi Vavsari, Vaezeh (Author) , Rominger, Frank (Author)
Format: Article (Journal)
Language:English
Published: 27 April 2017
In: ChemistrySelect
Year: 2017, Volume: 2, Issue: 12, Pages: 3496-3499
ISSN:2365-6549
DOI:10.1002/slct.201601862
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/slct.201601862
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/slct.201601862
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Author Notes:Vaezeh Fathi Vavsari, Ghodsi Mohammadi Ziarani, Saeed Balalaie, Alireza Badiei, Farhad Golmohammadi, Sorour Ramezanpour, and Frank Rominger
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Summary:Unexpected synthesis of 1,3,4-oxadiazines has been accomplished through three-component reaction of cyclohexyl isocyanide, hydrazide derivatives and cyclic ketones in the presence of a catalytic amount of SBA−Pr-SO3H as an efficient catalyst. A range of spirooxadiazine derivatives were synthesized in high yields in a concise way. The same three-component reaction in the presence of other acidic catalysts led to the synthesis of hydrazino amides. The formation of 1,3,4-oxadiazines is related to the pore size and structure of SBA−Pr-SO3H which spatial orientation of intermediate onto it leads to the formation of the oxadiazine ring.
Item Description:Die 3 in SBA-Pr-SO3H ist im Titel tiefgestellt
Gesehen am 26.09.2018
Physical Description:Online Resource
ISSN:2365-6549
DOI:10.1002/slct.201601862