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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 4
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Original Articles

CuI-catalyzed domino reactions for the synthesis of benzoxazine-fused isoquinolines under microwave irradiation

Yun-Hui ZhaoSchool of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, China;Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, ChinaCorrespondence[email protected]
,
Yubo LiSchool of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, China
,
Tao GuoChemistry and Chemical Engineering School, Henan University of Technology, Zhengzhou, Henan, China
,
Zilong TangSchool of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, China
,
Keqin DengSchool of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, China
&
Gang ZhaoKey Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China
Pages 355-360 | Received 12 Oct 2015, Published online: 21 Feb 2016
 
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ABSTRACT

A small library of benzoxazine-fused isoquinolines has been synthesized under microwave irradiation (MW) via CuI-catalyzed domino reactions of o-alkynyl aldehydes and amines having embedded nucleophiles. This strategy offers a operationally simple, environmentally acceptable route to synthesize benzoxazine-fused isoquinolines in moderate to good yields. All new compounds were characterized by 1H NMR, 13C NMR, infrared, and high-resolution mass spectrometry techniques.

GRAPHICAL ABSTRACT

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