59524-98-0Relevant academic research and scientific papers
Efficient Synthesis of Quinazolines from Aryl Imidates and N-Alkoxyamide by Ir(III)-Catalyzed C?H Amidation/Cyclization
Fan, Wei-Tai,Huang, Zhibin,Xu, Xu,Tu, Guangliang,Geng, Jingyao,Ji, Shun-Jun,Zhao, Yingsheng
supporting information, p. 4144 - 4147 (2021/08/24)
An Ir(III) catalyst was used for the first time to realize the synthesis of quinazolines by C?H bond activation/cyclization with N-alkoxyamides as amidation reagents. This reaction has the advantages of wide substrate adaptability, good to excellent yield
Overcoming the Limitations of C?H Activation with Strongly Coordinating N-Heterocycles by Cobalt Catalysis
Wang, Hui,Lorion, Mélanie M.,Ackermann, Lutz
supporting information, p. 10386 - 10390 (2016/08/24)
Strongly coordinating nitrogen heterocycles, including pyrimidines, oxazolines, pyrazoles, and pyridines, were fully tolerated in cobalt-catalyzed C?H amidations by imidate assistance. Structurally complex quinazolines are thus accessible in a step-economic manner. Our findings also establish the relative powers of directing groups in cobalt(III)-catalyzed C?H functionalization for the first time.
Rh- and Cu-Cocatalyzed Aerobic Oxidative Approach to Quinazolines via [4 + 2] C-H Annulation with Alkyl Azides
Wang, Xiaoyang,Jiao, Ning
supporting information, p. 2150 - 2153 (2016/06/01)
A novel and efficient rhodium- and copper-co-catalyzed C-H bond activation and annulation for the construction of bioactively important quinazolines has been developed. This [4 + 2] annulation strategy utilizing alkyl azides as the carbon-heteroatom synthons shows high efficiency in the synthesis of six-membered benzoheterocycles containing two heteroatoms. This aerobic oxidative protocol provides a useful application of simple alkyl azides in N-heterocycle synthesis with N2 and H2O as byproducts.
A Comparative Investigation: Group 9 Cp?M(III)-Catalyzed Formal [4 + 2] Cycloaddition as an Atom-Economic Approach to Quinazolines
Wang, Xiaoming,Lerchen, Andreas,Glorius, Frank
supporting information, p. 2090 - 2093 (2016/06/01)
A comparative study on the catalytic activity of different group 9 [Cp?M(III)] complexes in the formal [4 + 2] cycloaddition of arenes with rarely explored free imines and dioxazolones for the construction of multisubstituted quinazolines is reported herein. This investigation revealed that the cobalt catalyst is uniquely suited to this transformation due to its strong Lewis acidity and high sensitivity to steric hindrance.
Co(III)-Catalyzed Synthesis of Quinazolines via C-H Activation of N-Sulfinylimines and Benzimidates
Wang, Fen,Wang, He,Wang, Qiang,Yu, Songjie,Li, Xingwei
supporting information, p. 1306 - 1309 (2016/04/01)
C-H activation of arenes has been established as an important strategy for heterocycle synthesis via annulations between arenes and unsaturated coupling partners. However, nitriles failed to act as such a coupling partner. Dioxazolones have been employed as a synthon of nitriles, and subsequent coupling with arenes such as N-sulfinylimines and benzimidates bearing a functionalizable directing group provided facile access to two classes of quinazolines under Co(III)-catalysis.
