53000-72-9Relevant academic research and scientific papers
Access to Benzazepinones by Pd-Catalyzed Remote C-H Carbonylation of γ-Arylpropylamine Derivatives
Martínez-Mingo, Mario,Rodríguez, Nuria,Gómez Arrayás, Ramón,Carretero, Juan C.
supporting information, p. 4345 - 4349 (2019/06/14)
A general method for the construction of seven-membered rings through Pd-catalyzed C(sp2)-H carbonylation at the remote ?-position of γ-arylpropylamine derivatives, including chiral α-amino acids, has been developed using Mo(CO)6 as the CO source, furnishing richly functionalized benzo[c]azepin-1-one derivatives. The readily removable N-SO2Py protecting/directing group provides high levels of chemo-, regio- and diastereoselectivity. Furthermore, this method is amenable to the postsynthetic modification of complex molecules such as small peptides.
Thermal rearrangement of indolyl oxime esters to pyridoindoles
Portela-Cubillo, Fernando,Surgenor, Brian A.,Aitken, R. Alan,Walton, John C.
, p. 8124 - 8127 (2008/12/22)
(Chemical Equation Presented) Acyl oximes derived from a variety of indolylalkanones underwent a ring closure sequence during FVP to afford 9H-pyrido[2,3-b]indoles. Unlike UV light promoted reactions of oxime esters, the mechanism is almost certainly not mediated by iminyl radicals but probably involves tautomerism, elimination of acetic acid, and a final electrocyclic ring closure.
