期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 42, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202208203
关键词
Alkynes; Fused Heterocycle; Isocyanides; Palladium
资金
- National Natural Science Foundation of China [22071063, 21803047, 22073005]
- Guangdong Basic and Applied Basic Research Foundation [2021B1515020058]
- Key-Area Research and Development Program of Guangdong Province [2020B010188001]
Herein, a direct and efficient synthesis of diverse polysubstituted fused tetracyclic heterocycles with good functional group tolerance from diarylalkynes under different palladium catalytic systems is presented. The unprecedented intermolecular nucleopalladation of diarylalkynes through the highly selective sequential double insertion of isocyanide was achieved for the first time in this study. The practicality of this method was further demonstrated by the construction of various bioactive molecules and important structural motifs, with potential applications in materials science and biochemistry. In addition, density functional theory calculations revealed an interesting Pd walk during the cyclization process.
Herein, we present a direct and efficient synthesis of diverse polysubstituted fused tetracyclic heterocycles with good functional group tolerance from diarylalkynes under different palladium catalytic systems. In this chemistry, an unprecedented intermolecular nucleopalladation of diarylalkynes through the highly selective sequential double insertion of isocyanide was achieved for the first time. The practicality of this method was further demonstrated by the construction of various bioactive molecules and important structural motifs, with potential applications in materials science and biochemistry. In addition, density functional theory calculations (DFT) elucidated an interesting Pd walk during the cyclization process.
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