244263-45-4Relevant articles and documents
A concise route to novel 1-aryl and 1-pyridyl-2-azabicyclo[2.1.1]hexanes
Piotrowski, David W.
, p. 1091 - 1093 (1999)
A number of novel 1-aryl and 1-pyridyl-2-azabicyclo[2.1.1]hexane derivatives were prepared by an intramolecular [2+2] photocycloaddition in the presence of acetophenone as the sensitizer. Substitution of the azabicyclo[2.1.1]hexane ring was accomplished by appropriate choice of the heteroaryl ketone and allylamine starting materials. Several aryl 9a-e, g and pyridyl analogs 9h-l were prepared by this method. The structures of 9a and 9i were verified by X-ray crystallography. Several of the photoproducts 9 were converted into the corresponding N-Me and N-H 2,4-methanonicotine analogs 4 by reduction or hydrolysis of the N-carboethoxy group.
Addition of Grignard reagents to aryl acid chlorides: An efficient synthesis of aryl ketones
Wang, Xiao-Jun,Zhang, Li,Sun, Xiufeng,Xu, Yibo,Krishnamurthy, Dhileepkumar,Senanayake, Chris H.
, p. 5593 - 5595 (2007/10/03)
(Chemical Equation Presented) Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nucleophilic addition by Grignard reagents.