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Thermal Decomposition of Carbamoyl Meldrum's Acids: A Starting Point for the Preparation of 1,3‐Oxazine Derivatives
Author(s) -
Makowiec Sławomir,
Najda Ewelina,
Janikowska Karolina
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2028
Subject(s) - meldrum's acid , chemistry , imine , thermal decomposition , cycloaddition , decomposition , organic chemistry , catalysis
The ability to undergo [4 + 2] versus [2 + 2] cycloaddition was under investigation for ketenes thermally generated from carbamoyl Meldrum's acid. Usually, 1,3‐oxazino‐5‐carbamoylo‐4,6‐diones are formed when carbamoyl Meldrum's acid reacts with imine. However, in some cases, a reaction takes an unexpected course, leading to the formation of tetraponerines alkaloids derivatives or cyclic iminoethers.