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Copper‐Catalyzed Oxidative Benzylic C(sp 3 )−H Cyclization for the Synthesis of β‐Lactams
Author(s) -
NozawaKumada Kanako,
Saga Satoshi,
Matsuzawa Yuta,
Hayashi Masahito,
Shigeno Masanori,
Kondo Yoshinori
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201905777
Subject(s) - intramolecular force , chemistry , catalysis , functional group , oxidative phosphorylation , combinatorial chemistry , stereochemistry , surface modification , medicinal chemistry , organic chemistry , biochemistry , polymer
β‐Lactams are important structural motifs because of their ubiquity in natural products and pharmaceuticals. We report herein a Cu‐catalyzed intramolecular oxidative C(sp 3 )−H amidation for the synthesis of β‐lactams using t BuOO t Bu. This method is based on Kharasch–Sosnovsky amidation and does not require prefunctionalization of C(sp 3 )−H bonds or the installation of a directing group, thereby allowing for the straightforward synthesis of β‐lactams. Our intramolecular functionalization protocol can be extended to diverse benzylic C(sp 3 )−H bonds and shows excellent functional‐group tolerance.