Reactions of Non-aromatic Compounds

We classify these compounds according to their degree of unsaturation. There is a class of eight tt-electron systems containing two O, S or NR atoms in the ring which possess significant stability. We then consider the thiabenzenes, which behave as cyclic sulfonium betaines, and related compounds. 

Among the hydrogenated derivatives, we distinguish dihydro from the tetrahydro/hexahydro class, as the former bear an intimate relationship to their aromatic analogues. 

Although l,2-benzisoxazol-2-ines are known, their chemistry has received little attention to date (81 AHC(29)1, p. 29). 

Photolysis in general produced oxazoles and a variety of other products including aminochalcones, nitriles, aldehydes and chalcone oximes. A number of photolytic intermediates have been postulated, represented by (151), (152), (153) and (154) (77CL1195, 75T1373, 73HCA2588, 73TL2283). 

A number of manipulations on isoxazolinone can be performed with the nucleus remaining intact, and a variety of reagents cleave the ring. Isoxazolin-5-ones have also been used as synthons for the production of other heterocycles (76ZC270). 

The treatment of ethyl iV-methyl-5-oxo isoxazoline-4-carboxylate with NaOH generated ethyl iV-methylmonomalonamide. The reaction in the case of 3-unsubstituted derivatives 

The catalytic reduction of 2-methyl-3-phenyl-3-isoxazoIine (159) produced (3-hydroxypropiophenone (160) (74CPB70). Ring fission also occurred on base treatment of the 3,5-diaryl-3-isoxazoline (161) to give the a,P-unsaturated oxime (162) (70CI(L)624). 

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Reactions of Non-aromatic Compounds 4.04.2.2.1 Isomers of aromatic derivatives... 

Reactions of non-aromatic compounds in potential tautomeric equilibrium with oxazoles oxazolones... 

REACTIONS OF NON-AROMATIC COMPOUNDS 4.07.2.1 Isomers of Aromatic Derivatives... 

Each chapter includes detailed procedures illustrating the significant modifications of the chemical reaction, as well as tables listing all the pertinent examples of the reaction. The topics discussed in Volume 56 are the Hydroformylation reaction and the Vilsmeier reactions of non-aromatic compounds. Each reaction is presented with information about the reaction conditions, products, and yields where available, and is fully referenced to the primary literature. 

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