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Construction of Nine‐Membered Heterocycles through Palladium‐Catalyzed Formal [5+4] Cycloaddition
Author(s) -
Yang LiCheng,
Rong ZiQiang,
Wang Yag,
Tan Zher Yin,
Wang Min,
Zhao Yu
Publication year - 2017
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.201611474
Subject(s) - cycloaddition , palladium , benzofuran , catalysis , chemistry , surface modification , combinatorial chemistry , organic chemistry
The first catalytic formal [5+4] cycloaddition to prepare nine‐membered heterocycles is presented. Under palladium catalysis, the reaction of N‐tosyl azadienes and substituted vinylethylene carbonates (VECs) proceeds smoothly to produce benzofuran‐fused heterocycles in uniformly high efficiency. Highly diastereoselective functionalization of the nine‐membered heterocycles through peripheral attack is also demonstrated.