Tetrahedron letters

Synthesis and easy aromatisation of 5-substituted 6-(alkylthio)-2-methoxy-2, 3-dihydropyridines. A new approach to the pyridine ring

NA Nedolya, NI Schlyakhtina, LV Klyba, IA Ushakov…

Index: Nedolya, Nina A.; Schlyakhtina, Nataly I.; Klyba, Lyudmila V.; Ushakov, Igor A.; Fedorov, Sergei V.; Brandsma, Lambert Tetrahedron Letters, 2002 , vol. 43, # 52 p. 9679 - 9681

Full Text: HTML

Citation Number: 41

Abstract

Reaction of lithiated methoxyallene, 1-ethoxyethoxyallene, 1-(methylthio) propyne and 2- butyne with methoxymethyl isothiocyanate, MeOCH2N C S followed by methylation affords the imidothioates H2C C C (R) C (SMe) NCH2OMe [R= Me, OMe, OCH (Me) OEt, SMe]. Rearrangement to the fully conjugated systems H2C CH C (R) C (SMe) N CHOMe and subsequent electrocyclisation of these compounds leads to the 5- ...

The reactions of some halogenated pyridines with methoxide and methanethiolate ions in dimethylformamide

[Testaferri, Lorenzo; Tiecco, Marcello; Tingoli, Marco; Bartoli, Donatella; Massoli, Alberto Tetrahedron, 1985 , vol. 41, # 7 p. 1373 - 1384]

bis??alkylsulfonylpyridines

[Woods, S. G.; Matyas, B. T.; Vinogradoff, A. P.; Tong, Y. C. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 1 p. 97 - 101]