85248-86-8Relevant articles and documents
Impact of Functional Groups on the Copper-Initiated N-Arylation of 5-Functionalized Pyrrolidin-2-ones and Their Vinylogues
Baudelet, Davy,Da?ch, Adam,Rigo, Beno?t,Lipka, Emmanuelle,Gautret, Philippe,Homerin, Germain,Claverie, Christelle,Rousseau, Jolanta,Abuhaie, Cristina-Maria,Ghinet, Alina
, p. 2226 - 2244 (2016/07/15)
The electronic effects governing the N-arylation of pyrrolidone were investigated. The generalization of our preliminary findings on a copper(I)-catalyzed Csp2-N coupling process was first improved with a wide variety of aryl and heteroaryl halides and methyl pyroglutamate. The optimized protocol was further extended to pyrrolidin-2-ones substituted at the C5-position with an aryl group bearing an electron-donating or electron-withdrawing group as well as to some of their substituted enaminoester vinylogues. The impact of substituents at the N- and C5-position on these coupling processes seemed to be pivotal for determining both the reaction profiles and yields.
Haem d1: Development of a new coupling procedure leading to the synthesis of isobacteriochlorins
Mackman, Richard L.,Micklefield, Jason,Block, Michael H.,Leeper, Finian J.,Battersby, Alan R.
, p. 2111 - 2122 (2007/10/03)
A new approach has been developed for construction of the western and eastern lactams, e.g. 2 and 3, needed for synthesis of isobacteriochlorins. It involves acylation of pyrroles with lactonic acids to form ketones. These are then efficiently converted into the desired lactams by a short sequence of reactions. All the steps are high yielding and simple to carry out.