Kc. Majumdar et S. Ghosh, Studies in sigmatropic rearrangement: synthesis of 4-aryloxy-methylene-1,7-dimethyl-1,2,3-trihydropyridino-[3,2-c]pyran-5-ones, TETRAHEDRON, 57(8), 2001, pp. 1589-1592
A number of 4-[N-4'-aryloxy but-2-ynyl N-methyl amino-6-methyl pyran-2-ones
(4a-g) have been prepared in excellent yields From N-(1-aryloxy-but-2-ynyl
)-N-methyl amine (3) and 4-tosyloxy-6-methyl-pyran-2-one (2). Thermal rearr
angement of compounds 4(a-g) gave 4-aryloxy-methyl-1,7-dimethyl-1,2-dihydro
pyridino-[3,2-c] pyran-5-ones (6) and/or 4-aryloxymethylene-1,7-dimethyl-1,
2,3-trihydropyridino-[3,2-c] pyran-5-ones (5). (C) 2001 Published by Elsevi
er Science Ltd.