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Rh‐Catalyzed Formal [3+2] Cyclization for the Synthesis of 5‐Aryl ‐2‐(quinolin‐2‐yl)oxazoles and Its Applications in Metal Ions Probes
Author(s) -
Zhou Tongtong,
He Xinwei,
Zuo Youpeng,
Wu Yuhao,
Hu Wangcheng,
Zhang Shiwen,
Duan Jiahui,
Shang Yongjia
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000454
Subject(s) - chemistry , oxazole , aryl , combinatorial chemistry , catalysis , rhodium , quinoline , medicinal chemistry , stereochemistry , organic chemistry , alkyl
Main observation and conclusion A facile and efficient strategy for the synthesis of 5‐aryl‐2‐(quinolin‐2‐yl)oxazoles via rhodium‐catalyzed formal [3+2] cyclization of 4‐aryl‐1‐tosyl‐1 H ‐1,2,3‐triazoles with quinoline‐2‐carbaldehydes has been described. The protocol employs mild conditions and offers good yields of diverse 2,5‐aryloxazole derivatives with a broad reaction scope. It is amenable to gram‐scale synthesis and easily transformation. Moreover, this 5‐aryl‐2‐(quinolin‐2‐yl)oxazole skeleton is indeed a new fluorophore and its applications in metal ions probes are also investigated and showed fluorescent responses to mercury ion.

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