1363494-90-9Relevant academic research and scientific papers
Efficient one-pot synthesis of cyclic β-enaminoamides by thermal Wolff rearrangement of cyclic 2-diazo-1,3-dicarbonyls and conversion to uracil derivatives
Neupane, Pratik,Li, Xin,Jung, Jae Hak,Lee, Yong Rok,Kim, Sung Hong
, p. 2496 - 2508 (2012/04/23)
This paper describes simple and efficient approaches for the preparation of β-enaminoamides through thermal Wolff rearrangement of cyclic diazodicarbonyls followed by trapping with various amines. The synthesized β-enaminoamides were readily converted into uracil derivatives.
Microwave-assisted domino benzannulation of α-Oxo Ketenes: Preparation of 1,3-Dihydro-2H-1,5-benzodiazepin-2-ones
Castillo, Juan-Carlos,Presset, Marc,Abonia, Rodrigo,Coquerel, Yoann,Rodriguez, Jean
experimental part, p. 2338 - 2345 (2012/05/19)
The microwave irradiation of a series of 2-diazo-1,3-diketones in the presence of an o-phenylenediamine derivative triggered a domino Wolff rearrangement/nucleophilic addition/intramolecular imination sequence to provide a new synthetic entry to 1,3-dihydr-2H-1,5-benzodiazepin-2-ones, a class of molecules with important biological properties. The microwave-assisted reactions of 2-diazo-1,3-diones and o-phenylenediamines in the absence of additives furnished bi-and tricyclic 1,3-dihydro-2H-1,5-benzodiazepin-2-ones by a domino Wolff rearrangement/nucleophilic addition/intramolecular imination sequence with the formation of three new covalent bonds. This reaction is a new and complementary synthetic approach to a class of "drug-like" compounds.
