Efficient syntheses of a novel 5-thia-1-azacycl[3.3.2]azine ring system and 3H-1,4-diazacycl[3.3.2]azine derivatives

Autor:	Kazumasa Hamamura, Muneo Takatani, Kiminori Tomimatsu, Hidenori Abe, Tomomi Ikemoto, Tetsuji Kawamoto
Rok vydání:	2000
Předmět:	Azine chemistry.chemical_compound Paramagnetism chemistry Nitrogen atom Organic Chemistry Drug Discovery Pyridine Proton NMR Ring (chemistry) Biochemistry Medicinal chemistry
Zdroj:	Tetrahedron Letters. 41:3447-3451
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)00426-3
Popis:	Novel 5-thia-1-azacycl[3.3.2]azine derivatives 1 , 5-thia-1,8b-diazaacenaphthylenes, have successfully been prepared. An X-ray crystallographic analysis of 1c revealed that the 5-thia-1-azacycl[3.3.2]azine ring system adopts a planar structure as to the internal ring nitrogen atom. The 1 H NMR spectrum for unsubstituted ring system 1d implies contribution of a paramagnetic ring current in the peripheral 12π-electron ring system. Also, 3 H -1,4-diazacycl[3.3.2]azine derivatives, 4-benzyl-4,5-dihydro-3 H -1,4,8b-triazaacenaphthylen(e)-3-ones 2 and -3,5-diones 3 were synthesized with high efficiency via 3-(trichloroacetyl)imidazo[1,2- a ]pyridine derivatives as new useful synthetic intermediates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bfca890980bf88935d66d0faad078bae https://doi.org/10.1016/s0040-4039(00)00426-3 Zobrazit plný text záznamu Full Text from ScienceDirect