An environmentally benign synthesis of 2,3-diarylquinolines is reported via a one-pot three-component reaction from arylamines, benzaldehyde, and styrene oxide in the presence of 20 mol% p-TSA center dot H2O at 120 degrees C. This protocol does not require metal catalysts, additives, and extra oxidants. Mechanistic studies confirm the crucial role of p-TSA center dot H2O and the use of air as the sole oxidant makes this transformation very attractive. The salient feature of this protocol is easy handling, broad substrates scope, shorter reaction time, high atom economy, regioselectivity, and good yields; and the formation of one C-N and two C-C bonds takes place in a single step.
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Tang, Xiang-Zheng
Liang, Jie
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Liang, Jie
Zhang, Xue-Jing
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Zhang, Xue-Jing
Sun, Raymond Wai-Yin
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Guangzhou Lee & Man Technol Co Ltd, Guangzhou 511458, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Sun, Raymond Wai-Yin
Yan, Ming
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Yan, Ming
Chan, Albert S. C.
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Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China