193689-60-0Relevant academic research and scientific papers
Palladium-Catalyzed [5 + 2] Heteroannulation of Phenethylamides with 1,3-Dienes to Dopaminergic 3-Benzazepines
Saá, Carlos,Varela, Jesús A.,Velasco-Rubio, álvaro
, p. 3591 - 3595 (2020)
Phenethyltriflamides react with 1,3-dienes upon treatment with a catalytic amount of Pd(OAc)2 and Cu(OAc)2/O2 as oxidant to afford chemo-, regio- A nd diastereoselectively 2,3,4,5-tetrahydro-1H-benzo[d]azepines (3-benzazepine derivatives) in good to excellent yields. A DFT study of the [5 + 2] heteroannulation suggests a mechanistic pathway starting with formation of the six-membered palladacycle cis-PdX2L2 via a CMD process followed by ??2 coordination and insertion of the 1,3-diene unit in a diastereoselective manner.
Use of the triflamide group for friedel-crafts acylation of N-(β-phenethyl)amino acids to 3-benzazepine derivatives
Kawase, Masami
, p. 1121 - 1129 (2007/10/03)
Triflamides of N-(β-phenethyl)amino acids (1) were treated with P2O5 under the Friedel-Crafts acylation conditions to give the 3-benzazepines in good yields. N-(β-Phenethyl)-N-triflylvaline (1f) and phenylglycine (1g) were efficientl
