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Enaminones as Synthons for a Directed C−H Functionalization: Rh III ‐Catalyzed Synthesis of Naphthalenes
Author(s) -
Zhou Shuguang,
Wang Jinhu,
Wang Lili,
Song Chao,
Chen Kehao,
Zhu Jin
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201603943
Subject(s) - synthon , diazo , surface modification , chemistry , aldehyde , catalysis , combinatorial chemistry , rendering (computer graphics) , stereochemistry , organic chemistry , computer science , computer graphics (images)
The use of enaminones as effective synthons for a directed C−H functionalization is reported. Proof‐of‐concept protocols have been developed for the Rh III ‐catalyzed synthesis of naphthalenes, based on the coupling of enaminones with either alkynes or α‐diazo‐β‐ketoesters. Two inherently reactive functionalities (hydroxy and aldehyde groups) are integrated into the newly formed cyclic framework and a broad range of substituents are tolerated, rendering target products readily available for further elaboration.