TY - JOUR
T1 - Sustainable Synthesis of Diverse Privileged Heterocycles by Palladium-Catalyzed Aerobic Oxidative Isocyanide Insertion
AU - Vlaar, T.
AU - Cioc, R.C.
AU - Mampuys, P.
AU - Maes, B.U.W.
AU - Orru, R.V.A.
AU - Ruijter, E.
PY - 2012
Y1 - 2012
N2 - Heterocycles containing a guanidine moiety are of great importance in medicinal chemistry (Scheme 1).[1] As a result, several methods for the synthesis of these "privileged scaffolds" have been reported.[2, 3] Classical approaches, such as the addition of diamines to isothiocyanates followed by condensation and the coupling of diamines with cyanogen bromide,[2, 4] have some clear limitations, such as the availability and toxicity of reagents. Moreover, these procedures suffer from poor atom and/or step efficiency, thus making them unattractive from a sustainability point of view. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
AB - Heterocycles containing a guanidine moiety are of great importance in medicinal chemistry (Scheme 1).[1] As a result, several methods for the synthesis of these "privileged scaffolds" have been reported.[2, 3] Classical approaches, such as the addition of diamines to isothiocyanates followed by condensation and the coupling of diamines with cyanogen bromide,[2, 4] have some clear limitations, such as the availability and toxicity of reagents. Moreover, these procedures suffer from poor atom and/or step efficiency, thus making them unattractive from a sustainability point of view. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
U2 - 10.1002/anie.201207410
DO - 10.1002/anie.201207410
M3 - Article
SN - 0570-0833
SP - 13058
EP - 13061
JO - Angewandte Chemie International Edition in English
JF - Angewandte Chemie International Edition in English
ER -