Co(III)-Catalyzed Synthesis of Quinazolines via C–H Activation of N‑Sulfinylimines and Benzimidates

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 coup...

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Published inOrganic letters Vol. 18; no. 6; pp. 1306 - 1309
Main Authors Wang, Fen, Wang, He, Wang, Qiang, Yu, Songjie, Li, Xingwei
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 18.03.2016
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
FUNCTIONALIZATION
COBALT(III)-CATALYZED ARYL
AMINATION
ONE-POT SYNTHESIS
ARENES
AMIDATION
DIAZO-COMPOUNDS
ALKYNES
ACCESS
BOND-FORMATION
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Summary: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.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b00227