Methods for Selective Benzylic C–H Oxofunctionalization of Organic Compounds Review
| Journal |
Russian Chemical Reviews
ISSN: 0036-021X , E-ISSN: 1468-4837 |
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| Output data | Year: 2020, Volume: 89, Number: 6, Pages: 587-628 Pages count : 42 DOI: 10.1070/rcr4918 | ||||
| Tags | TERT-BUTYL HYDROPEROXIDE; IRON-CATALYZED OXIDATION; 2-ARYLACETIC ACID-DERIVATIVES; LIGHT PHOTOREDOX CATALYSIS; AQUEOUS HYDROGEN-PEROXIDE; O-IODOXYBENZOIC ACID; AEROBIC OXIDATION; TRANSITION-METAL; NONHEME IRON; CARBONYL-COMPOUNDS | ||||
| Authors |
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| Affiliations |
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Funding (1)
| 1 | Federal Agency for Scientific Organizations | 0303-2016-0005 |
Abstract:
The development of methods for the selective oxidation of C–H groups of organic compounds resulting in C–O bond formation is a challenging problem in modern synthetic organic chemistry. Versatile methods for the oxofunctionalization of these groups are currently lacking. Approaches for the oxidation of benzylic C–H groups having a relatively weak C–H bond (the homolytic bond dissociation energy is ~80–90
kcal mol−1) differ from the methods used for the oxidation of aliphatic and aromatic C–H groups with stronger C–H bonds. The review summarizes homogeneous catalytic and non-catalytic methods for the selective oxofunctionalization of benzylic groups of organic compounds developed in the past 40 years. Reactions using various oxidizing agents in the presence or in the absence of transition metal compounds are considered. Putative mechanisms of selected transformations are discussed. Particular focus is placed on the selective oxidation of various substrates.
Cite:
Lubov D.P.
, Talsi E.P.
, Bryliakov K.P.
Methods for Selective Benzylic C–H Oxofunctionalization of Organic Compounds
Russian Chemical Reviews. 2020. V.89. N6. P.587-628. DOI: 10.1070/rcr4918 WOS Scopus РИНЦ AN OpenAlex
Methods for Selective Benzylic C–H Oxofunctionalization of Organic Compounds
Russian Chemical Reviews. 2020. V.89. N6. P.587-628. DOI: 10.1070/rcr4918 WOS Scopus РИНЦ AN OpenAlex
Original:
Лубов Д.П.
, Талзи Е.П.
, Брыляков К.П.
Методы селективной бензильной C–H-оксофункционализации органических соединений
Успехи химии. 2020. Т.89. №6. С.587-628. DOI: 10.1070/RCR4918?locatt=label:RUSSIAN РИНЦ
Методы селективной бензильной C–H-оксофункционализации органических соединений
Успехи химии. 2020. Т.89. №6. С.587-628. DOI: 10.1070/RCR4918?locatt=label:RUSSIAN РИНЦ
Dates:
| Submitted: | Aug 10, 2019 |
| Published online: | Jun 1, 2020 |
| Published print: | Jun 30, 2020 |
Identifiers:
| Web of science: | WOS:000537861800001 |
| Scopus: | 2-s2.0-85086674069 |
| Elibrary: | 43301738 |
| Chemical Abstracts: | 2020:1613540 |
| OpenAlex: | W2983285047 |