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Unexpected Synthesis of 1,3,4‐Oxadiazines using extraordinary effect of SBA‐Pr‐SO 3 H as the Nano–catalyst
Author(s) -
Fathi Vavsari Vaezeh,
Mohammadi Ziarani Ghodsi,
Balalaie Saeed,
Badiei Alireza,
Golmohammadi Farhad,
Ramezanpour Sorour,
Rominger Frank
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601862
Subject(s) - catalysis , isocyanide , hydrazide , chemistry , ring (chemistry) , nano , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , composite material
Abstract 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‐SO 3 H 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‐SO 3 H which spatial orientation of intermediate onto it leads to the formation of the oxadiazine ring.