Premium
Frontispiece: Formal Lossen Rearrangement/Alkenylation or Annulation Cascade of Heterole Carboxamides with Alkynes Catalyzed by CpRh III Complexes with Pendant Amides
Author(s) -
Yamada Takayuki,
Shibata Yu,
Tanaka Ken
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201987062
Subject(s) - moiety , amide , annulation , chemistry , steric effects , aryl , stereochemistry , combinatorial chemistry , catalysis , organic chemistry , alkyl
A Cp A Rh III complex with two aryl groups and a pendant amide moiety catalyzes the formal Lossen rearrangement/alkenylation cascade of N ‐pivaloyl heterole carboxamides with alkynes, leading to alkenylheteroles. Interestingly, the use of sterically demanding alkynes afforded [3+2] annulation products. In these reactions, the pendant amide moiety of the Cp A Rh III complex may accelerate the formal Lossen rearrangement. In this cover feature, the unique reaction pathway yielding products that are not easily synthesized is illustrated, and the pendant amide group inspires the tail of the gorilla. For more information, see the Full Paper by Tanaka et al. on page 16022 ff.