Synthesis of Dibenzo[c,e]oxepin-5(7H)-ones from Benzyl Thioethers and Carboxylic Acids: Rhodium-Catalyzed Double CH Activation Controlled by Different Directing Groups

Autor:	Fei-Xian Luo, Zhang-Jie Shi, Yun-Fei Zhang, Zhao-Wei Li, Xi-Sha Zhang
Rok vydání:	2015
Předmět:	Stereochemistry Aryl Bioactive molecules chemistry.chemical_element One-Step General Medicine General Chemistry Cleavage (embryo) Medicinal chemistry Catalysis Rhodium chemistry.chemical_compound chemistry Selectivity
Zdroj:	Angewandte Chemie International Edition. 54:5478-5482
ISSN:	1433-7851
DOI:	10.1002/anie.201500486
Popis:	A rhodium(III)-catalyzed cross-coupling of benzyl thioethers and aryl carboxylic acids through the two directing groups is reported. Useful structures with diverse substituents were efficiently synthesized in one step with the cleavage of four bonds (CH, CS, OH) and the formation of two bonds (CC, CO). The formed structure is the privileged core in natural products and bioactive molecules. This work highlights the power of using two different directing groups to enhance the selectivity of a double CH activation, the first of such examples in cross-oxidative coupling.
Databáze:	OpenAIRE
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