Gold(I)-Catalyzed Tandem Transformation: A Simple Approach for the Synthesis of Pyrrolo/Pyrido[2,1-a][1,3]benzoxazinones and Pyrrolo/Pyrido[2,1-a]quinazolinones
- 28 April 2010
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 75 (10), 3274-3282
- https://doi.org/10.1021/jo100228u
Abstract
We have developed a simple method for the synthesis of pyrrolo/pyrido[2,1-a][1,3]benzoxazinones and pyrrolo/pyrido[2,1-a]quinazolinones from 2-amino benzoic acids and 2-amino benzamides via a gold(I)-catalyzed tandem coupling/cyclization process. The tricyclic or polycyclic molecular architectures were constructed in one pot with the formation of three new bonds.Keywords
This publication has 36 references indexed in Scilit:
- Gold(I)‐Catalyzed One‐Pot Tandem Coupling/Cyclization: An Efficient Synthesis of Pyrrolo‐/Pyrido[2,1‐b]benzo[d][1,3]oxazin‐ 1‐onesAdvanced Synthesis & Catalysis, 2010
- Gold-Catalyzed One-Pot Cascade Construction of Highly Functionalized Pyrrolo[1,2-a]quinolin-1(2H)-onesThe Journal of Organic Chemistry, 2009
- A Concise Synthesis of Berkelic Acid Inspired by Combining the Natural Products Spicifernin and Pulvilloric AcidJournal of the American Chemical Society, 2009
- A Palladium(II)‐Catalyzed Synthesis of Spiroacetals through a One‐Pot Multicomponent Cascade ReactionAngewandte Chemie-International Edition, 2009
- Synthesis of (−)‐Berkelic AcidAngewandte Chemie-International Edition, 2009
- Development of novel 2-[4-(aminoalkoxy)phenyl]-4(3H)-quinazolinone derivatives as potent and selective histamine H3 receptor inverse agonistsBioorganic & Medicinal Chemistry Letters, 2008
- Asymmetric Organocatalytic Domino ReactionsAngewandte Chemie-International Edition, 2007
- Gold Catalysis: Observation of a Two‐Fold Intermolecular Hydroarylation of Unactivated C–C Triple BondsEuropean Journal of Organic Chemistry, 2006
- Formation of Acetic Acid by Aqueous‐Phase Oxidation of Ethanol with Air in the Presence of a Heterogeneous Gold CatalystAngewandte Chemie-International Edition, 2006
- Transition‐Metal‐Catalyzed Reactions Involving Imidazolium Salt/N‐Heterocyclic Carbene Couples as SubstratesAngewandte Chemie-International Edition, 2004