272443-24-0Relevant articles and documents
Reactions of pyridine analogues of aza-ortho-xylylenes generated from 1,3-dialkylpyridosultams
Kosinski, Szymon,Wojciechowski, Krzysztof
, p. 1263 - 1270 (2000)
2,3-Dihydro-3-imino-2-methylenepyridines, generated by thermal extrusion of SO2 from 1,3-dialkyl-1,3-dihydroisothiazolo[4,3-b]pyridine 2,2-dioxides (1,3-dialkylpyridosultams), underwent [1,5] hydrogen shifts, which led to 3- alkylamino-2-vinylpyridine derivatives. Cycloalkanespiro-3-pyridosultams 12, which were easily obtained by alkylation of pyridosultams with α,ω- dihaloalkanes, gave, in a similar reaction, 3-alkylamino-2- cycloalkenylpyridine derivatives 14 in good yields. Cyclobutanespiro-3- pyridosultam 12b, after thermal extrusion of SO2, formed cyclobutenyl derivative 14b, which underwent a ring-opening reaction to form butadiene derivative 15. The latter can be trapped with dienophiles, for example, N- phenylmaleimide.