Synthesis 2020; 52(20): 3071-3076
DOI: 10.1055/s-0040-1707158
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Benzo-Fused 11H-Pyrido[2,1-b]quinazolin-11-ones by a Buchwald–Hartwig Coupling/Pyridine Dearomatization Sequence in Eucalyptol

Joana F. Campos
a  Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans Cedex 2, France   Email: sabine.berteina-raboin@univ-orleans.fr
,
Alexandra Pacheco-Benichou
b  Normandie Univ, UNIROUEN, INSA Rouen, CNRS, COBRA UMR 6014, 76000 Rouen, France
,
Corinne Fruit
b  Normandie Univ, UNIROUEN, INSA Rouen, CNRS, COBRA UMR 6014, 76000 Rouen, France
,
b  Normandie Univ, UNIROUEN, INSA Rouen, CNRS, COBRA UMR 6014, 76000 Rouen, France
,
a  Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans Cedex 2, France   Email: sabine.berteina-raboin@univ-orleans.fr
› Author Affiliations
Financial support was provided by Région Centre-Val de Loire (J.F.C. and S.B.-R.). Région Normandie [RIN (Réseaux d’Intérêts Normands) program] is gratefully acknowledged for doctoral fellowships to A.P.-B. T.B. and C.F. thank LABEX SynOrg (ANR-11-LABX-0029).
Further Information

Publication History

Received: 08 May 2020

Accepted after revision: 25 May 2020

Publication Date:
27 July 2020 (online)


Abstract

The synthesis of a new library of polyheterocyclic 11H-pyrido[2,1-b]quinazolin-11-one derivatives was investigated. Satisfactory conditions were obtained via sequential C–N Buchwald–Hartwig coupling and pyridine dearomatization. In this work, traditional solvents were replaced by the bio-sourced eucalyptol, confirming the interest in it as a green solvent in chemistry.

Supporting Information

 
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