766-61-0Relevant articles and documents
Nickel-catalyzed synthesis of stereochemically defined enamides via Bi- and tricomponent coupling reaction
Liu,De Nisi,Cerveri,Monari,Bandini
supporting information, p. 5034 - 5037 (2017/11/06)
The stereoselective synthesis of (E)-trisubstituted tertiary enamides is documented via site-selective Ni-catalyzed β-arylation of allenamides with boronic acids in high yields (up to 89%). The nucleophilic character of the "organo-Ni" intermediates is further exploited to implement a one-pot tricomponent procedure involving the final allylation of aldehydes (yields up to 93%). Mechanistic insights and efficiency on a gram scale process were also documented.
Isoxazoline, isoxazole, and oxadiazole derivatives as M1 muscarinic acetylcholine receptor agonists
Muthusamy, Selvaraj,Lee, Soo Min,Huang, Minghua,Cho, Nam-Chul,Nam, Ghilsoo,Pae, Ae Nim,Rhim, Hyewhon,Keum, Gyochang,Choi, Kyung Il
supporting information, p. 1020 - 1028 (2016/07/15)
Insertion of a methylene linker between the 2-pyrrolidinone substituent and the isoxazoline core of the lead compound 1 previously reported resulted in the loss of its agonistic activity. One exception was the compound 6f having oxadiazole core and 2-azabicyclo[2.2.1]heptane substituent. Of the two isomers of 6f, exo-isomer (EC50 0.013 μM) was five-to six-fold more effective than endo-isomer (EC50 0.30 μM), and ca. two-fold active than the mother compound 1 (EC50 0.031 μM) in stimulating the M1 mAChR. Both isomers were moderately selective agonists for M1 mAChR over the rest four subtypes, and it could be explained by docking study on active conformation allosteric binding sites of M1-M5 mAChRs and calculating their binding energies.
On the base-induced isomerization of cyclic propargylamides to cyclic allenamides
Fenández, Israel,Monterde, María I.,Plumet, Joaquín
, p. 6029 - 6031 (2007/10/03)
The reaction of lactams 4 (n = 1-5) with propargyl bromide affords propargylamides or allenylamides depending on the ring-size. Theoretical calculations support the dependence of the extension of the isomerization on the ring-size.