Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate, the first example of an 3-heteroamatic-2H-azirine, was prepared and its reaction with conjugated 1,3-dienes, under mild conditions and in the absence of Lewis acid catalyst, produced cycloadducts in good yield and high stereoselectivity.
Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate, the first example of an 3-heteroamatic 2H-azirine has been prepared. The reaction of ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate with conjugated 1,3-dienes, under mild conditions and in the absence of Lewis acid catalyst, afforded cycloadducts in good yield and high stereoselectivity.
The structure of the intensely coloured red product obtained through the reaction of 1,8-naphthalenediol with 1,1-diphenylprop-2-yn-1-ol was reinvestigated. Instead of the expected permanent open form of the naphthopyran, the dye presents the alpha,beta-unsaturated chain at a different position of the naphthalene nucleus. The structure of this compound was elucidated on the basis of detailed spectral analysis,...
The synthesis of a permanent open form of a naphthopyran is described for the first time. The open form of the 10-hydroxy-2H-naphtho[1,2-b]pyran, obtained by reaction of 1,8-dihydroxy-naphthalene with 1,1-diphenylprop-2-yn-1-ol under acid catalysis, is stable due to the establishment of an intramolecular hydrogen bond.
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