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Microwave‐Assisted Ruthenium‐Catalysed ortho ‐C−H Functionalization of N ‐Benzoyl α ‐Amino Ester Derivatives
Author(s) -
Sharma Nandini,
Bahadur Vijay,
Sharma Upendra K.,
Saha Debasmita,
Li Zhenghua,
Kumar Yogesh,
Colaers Jona,
Singh Brajendra K,
Van der Eycken Erik V.
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800458
Subject(s) - chemistry , surface modification , combinatorial chemistry , ruthenium , isoquinoline , dipeptide , microwave irradiation , intermolecular force , amino acid , organic chemistry , catalysis , molecule , biochemistry
A microwave‐assisted highly efficient intermolecular C−H functionalization sequence has been developed to access substituted isoquinolones using α ‐amino acid esters as a directing group. This methodology enables a wide range of N ‐benzoyl α ‐amino ester derivatives to react via a Ru‐catalysed C−H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz . oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation.