33216-40-9Relevant articles and documents
Syntheses of the opioid substructures 1,2,3,4,5,6-hexahydro-2,6-methano-3- benzazocine and 2,3,4,5-tetrahydro-1,5-methano-1H-2-benzazepine
Coe, Jotham W.,Brooks, Paige R.,Vetelino, Michael G.,Bashore, Crystal G.,Bianco, Krista,Flick, Andrew C.
supporting information; experimental part, p. 953 - 954 (2011/03/18)
Concise syntheses of 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (12) and 2,3,4,5-tetrahydro-1,5-methano-1H-2-benzazepine (18) are described and involve an intramolecular Friedel-Crafts alkylation and an intramolecular Heck cyclization as their respec
Reaction of N-alkylpyredinium salts with phosphorus trichloride
Bansal, Raj K.,Gupta, Neelima,Gupta, Rakhi,Pandey, Garima,Agarwal, Mamta
, p. 121 - 130 (2007/10/03)
1-Alkylpyridinium bromides 1 having activated N-methylene group react with phosphorus trichloride to give N-(dichlorophosphinomethylene)pyridinium ylides 2. The site of the reaction in 1,2-dialkylpyridinium halides 3 under these conditions is determined by the relative activation of 1- and 2-methylene groups; in the absence of sufficient activation of N-methylene group, reaction occurs at the 2-methylene group to give dichlorophosphinylated anhydrobases 5 and 11. 1,4-Dialkylpyridinium bromide 13 behaves analogously to give the corresponding dichlorophosphinylated anhydrobase 14.
