Allylic C(sp3)–H arylation of olefins via ternary catalysis
نویسندگان
چکیده
Transforming C(sp3)–H bonds efficiently and selectively into C(sp3)–C(sp3) or C(sp3)–X is a highly relevant task. The direct arylation of allylic provides an elegant method for the formation unconjugated aryl-substituted olefins. Although both ionic- radical-based transition metal catalysis has been applied to achieve this transformation, numerous challenges remain. requirement persistent radical coupling partners, moderate selectivity need tri- tetrasubstituted olefins have limited generality existing methods. Now we report ternary catalytic that combines organic photoredox, hydrogen atom transfer nickel catalysis, can directly arylate readily available This process operates under mild conditions exhibits remarkable reaction scope in aryl halide olefin partners. Mechanistic experiments, coupled with density functional theory calculations Ni-oxidation states energetics allowed elucidation cycle origin regioselectivity. A combining reported. combination broad range aid
منابع مشابه
Allylic C H Alkylation of Unactivated a-Olefins: Serial Ligand Catalysis Resumed**
The palladium(0)-catalyzed alkylation reaction of allylic oxygenates has found extensive use in organic synthesis. Recent efforts, however, have focused on the development of catalytic methods to replace allylic C H bonds directly with C C bonds. The selective alkylation of normally inert C H bonds presents exciting opportunities for the development of novel methods and streamlined syntheses of...
متن کاملEnantioselective α-arylation of carbonyls via Cu(I)-bisoxazoline catalysis.
The enantioselective α-arylation of both lactones and acyl oxazolidones has been accomplished using a combination of diaryliodonium salts and copper catalysis. These mild catalytic conditions provide a new strategy for the enantioselective construction and retention of enolizable α-carbonyl benzylic stereocenters, a valuable synthon for the production of medicinal agents.
متن کاملCatalytic intermolecular linear allylic C-H amination via heterobimetallic catalysis.
Nitrogen functionality is prevalent in synthetic and natural small molecules with significant biological activities.1 Current state-ofthe-art methods for installing nitrogen into complex organic frameworks generally proceed through oxygen.2 While these methods feature high selectivities and predictable reactivities, they lengthen synthetic sequences by requiring unproductive chemical manipulati...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Nature Synthesis
سال: 2022
ISSN: ['2731-0582']
DOI: https://doi.org/10.1038/s44160-021-00006-z