TY - JOUR
T1 - Diversification of the 3-benzazepine scaffold applying Ugi/reductive Heck sequence
AU - Peshkov, Anatoly A.
AU - Peshkov, Vsevolod A.
AU - Pereshivko, Olga P.
AU - Van Der Eycken, Erik V.
N1 - Funding Information:
Support was provided by the Research Foundation—Flanders (FWO) and by the Research Fund of the University of Leuven (KU Leuven). A.A.P. is grateful to the Erasmus Mundus External Cooperation Window (EMECW)—Triple I for providing a doctoral scholarship. V.A.P. is grateful to the Erasmus Mundus External Cooperation Window (EMECW)—Triple I for providing a doctoral scholarship and to the Arenberg Doctoral School for a scholarship to complete his PhD-studies. The authors thank Ir. B. Demarsin and Prof. Dr. J. Rozenski for valuable help with EI and ESI HRMS, respectively. ESI HRMS was made possible by the support of the Hercules Foundation (grant 20100225-7 ). The authors also thank K. Duerinckx for his help in recording NMR spectra.
Publisher Copyright:
© 2015 Elsevier Ltd. All rights reserved.
Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.
PY - 2015/5/26
Y1 - 2015/5/26
N2 - A two step sequence involving Ugi reaction followed by reductive Heck cyclization has been evaluated in order to provide access to a 3-benzazepine framework in a diversity-oriented fashion. Several aspects related to the substrate scope and the optimal distribution of the required functional groups have been addressed, resulting in the construction of a small library of the title compounds, featuring four distinct types of substitution pattern.
AB - A two step sequence involving Ugi reaction followed by reductive Heck cyclization has been evaluated in order to provide access to a 3-benzazepine framework in a diversity-oriented fashion. Several aspects related to the substrate scope and the optimal distribution of the required functional groups have been addressed, resulting in the construction of a small library of the title compounds, featuring four distinct types of substitution pattern.
KW - 3-Benzazepines
KW - Diversity-oriented synthesis
KW - Reductive Heck reaction
KW - Ugi reaction
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U2 - 10.1016/j.tet.2015.04.022
DO - 10.1016/j.tet.2015.04.022
M3 - Article
AN - SCOPUS:84929704213
VL - 71
SP - 3863
EP - 3871
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 23
ER -