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N ‐Nitroso As A Novel Directing Group in Transition‐Metal‐Catalyzed C( sp 2 )−H Bond Functionalizations of N ‐Nitrosoanilines
Author(s) -
De Saroj Ranjan
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202100114
Subject(s) - chemistry , catalysis , transition metal , nitroso , surface modification , group (periodic table) , stereochemistry , main group element , metal , medicinal chemistry , organic chemistry
In the last few decades, the syntheses of bioactive natural products and functional materials have been achieved via C−H bond functionalizations where the transition metals in coordination with the directing groups trigger the C−H bond activation. A wide variety of directing groups has been recognized for transition‐metal‐catalyzed ortho ‐C−H bond functionalization of arenes. Recently, N ‐nitroso group has been established as a new, efficient and sometimes as a traceless directing group in ortho ‐C(sp 2 )−H bond functionalizations of N ‐nitrosoanilines. During functioning as a traceless‐directing‐group, the N ‐O bond of N ‐nitrosoaniline acts as an internal oxidant to recycle the employed catalyst. Pd, Rh, Co, Ru and Ir catalysts have been screened for the ortho C−H bond functionalizations of N ‐nitrosoanilines constructing new C−C, C−O, C−N and C−X bonds. Herein, we have summarized all the recently developed N ‐nitroso group directed ortho ‐C(sp 2 )−H bond functionalization reactions of N ‐nitrosoanilines.