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Peng Xu Shuo Guo Liyan Wang Pingping Tang 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2014,126(23):6065-6068
A mild and catalytic method to form difluoromethylated arenes through the activation of benzylic C H bonds has been developed. Utilizing AgNO3 as the catalyst, various arenes with diverse functional groups undergo activation/fluorination of benzylic C H bonds with commercially available Selectfluor reagent as a source of fluorine in aqueous solution. The reaction is operationally simple and amenable to gram‐scale synthesis. 相似文献
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Brian N. Laforteza Kelvin S. L. Chan Jin‐Quan Yu 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2015,127(38):11295-11298
The commonly used para‐nitrobenzenesulfonyl (nosyl) protecting group is employed to direct the C H activation of amines for the first time. An enantioselective ortho‐C H cross‐coupling between nosyl‐protected diarylmethylamines and arylboronic acid pinacol esters has been achieved utilizing chiral mono‐N‐protected amino acid (MPAA) ligands as a promoter. 相似文献
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Lu Zheng Prof. Dr. Jianhui Wang 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(31):9699-9704
A [{RhCl(cod)}2]/CCl3COOH system was developed for the oxidative coupling of non‐chelate‐assisted arenes with olefins in the presence of catalytic amounts of Cu(OAc)2 ? H2O as a co‐oxidant and oxygen as the terminal oxidant. The acid was an indispensable component in this system and played a very important role in the coupling reaction. This catalytic system was applied to the direct oxidative coupling of a series of arenes and olefins and the corresponding products were afforded in high yields with special chemo‐ and regioselectivity. This reaction provides an atom‐efficient route to vinylarenes, which are widely used in various fine chemicals. 相似文献
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Xiao Chen Dr. Keary M. Engle Dong‐Hui Wang Jin‐Quan Yu Prof. Dr. 《Angewandte Chemie (International ed. in English)》2009,48(28):5094-5115
Pick your Pd partners : A number of catalytic systems have been developed for palladium‐catalyzed C? H activation/C? C bond formation. Recent studies concerning the palladium(II)‐catalyzed coupling of C? H bonds with organometallic reagents through a PdII/Pd0 catalytic cycle are discussed (see scheme), and the versatility and practicality of this new mode of catalysis are presented. Unaddressed questions and the potential for development in the field are also addressed.
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Nadine Kuhl Dr. Matthew N. Hopkinson Dr. Joanna Wencel‐Delord Prof. Dr. Frank Glorius 《Angewandte Chemie (International ed. in English)》2012,51(41):10236-10254
The use of coordinating moieties as directing groups for the functionalization of aromatic C? H bonds has become an established tool to enhance reactivity and induce regioselectivity. Nevertheless, with regard to the synthetic applicability of C? H activation, there is a growing interest in transformations in which the directing group can be fully abandoned, thus allowing the direct functionalization of simple benzene derivatives. However, this approach requires the disclosure of new strategies to achieve reactivity and to control selectivity. In this review, recent advances in the emerging field of non‐chelate‐assisted C? H activation are discussed, highlighting some of the most intriguing and inspiring examples of induction of reactivity and selectivity. 相似文献
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Dr. Bo Peng Dr. Nuno Maulide 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(40):13274-13287
The direct functionalization of C? H bonds is an attractive strategy in organic synthesis. Although several advances have been made in this area, the selective activation of inert sp3 C? H bonds remains a daunting challenge. Recently, a new type of sp3 C? H activation mode through internal hydride transfer has demonstrated the potential to activate remote sp3 C? H linkages in an atom‐economic manner. This Minireview attempts to classify recent advances in this area including the transition to non‐activated sp3 C? H bonds and asymmetric hydride transfers. 相似文献
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Hana Prokopcov C.Oliver Kappe 《Angewandte Chemie (International ed. in English)》2009,48(13):2276-2286
New kid on the block : The cross‐coupling of thioorganic compounds with boronic acids under neutral conditions in the presence of catalytic palladium(0) and a stoichiometric amount of a copper(I) oxygenate has emerged as a very useful method for the construction of C C bonds (see scheme). This intriguing and mechanistically unprecedented base‐free coupling has distinct advantages, in particular when traditional Pd0‐catalyzed cross‐coupling is not possible.
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The transformation of C? H bonds into other chemical bonds is of great significance in synthetic chemistry. C? H bond‐activation processes provide a straightforward and atom‐economic strategy for the construction of complex structures; as such, they have attracted widespread interest over the past decade. As a prevalent directing group in the field of C? H activation, the amide group not only offers excellent regiodirecting ability, but is also a potential C? N bond precursor. As a consequence, a variety of nitrogen‐containing heterocycles have been obtained by using these reactions. This Focus Review addresses the recent research into the amide‐directed tandem C? C/C? N bond‐formation process through C? H activation. The large body of research in this field over the past three years has established it as one of the most‐important topics in organic chemistry. 相似文献
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Yi‐Xia Jia Dr. E. Peter Kündig Prof. Dr. 《Angewandte Chemie (International ed. in English)》2009,48(9):1636-1639
An sp 2 /sp 3 get‐together : A novel and efficient method can be used to synthesize 3,3‐disubstitued oxindoles by the direct intramolecular oxidative coupling of an aryl C? H and a C? H center (see scheme; DMF=N,N‐dimethylformamide).
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Xueyun Zhang Zisong Qi Xingwei Li 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2014,126(40):10970-10974
[Cp*RhIII]‐catalyzed C H activation of arenes assisted by an oxidizing N O or N N directing group has allowed the construction of a number of hetercycles. In contrast, a polar N O bond is well‐known to undergo O‐atom transfer (OAT) to alkynes. Despite the liability of N O bonds in both C H activation and OAT, these two important areas evolved separately. In this report, [Cp*RhIII] catalysts integrate both areas in an efficient redox‐neutral coupling of quinoline N‐oxides with alkynes to afford α‐(8‐quinolyl)acetophenones. In this process the N O bond acts as both a directing group for C H activation and as an O‐atom donor. 相似文献
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Liang Xu Siyi Ding Pengfei Li 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2014,126(7):1853-1857
Di‐ and polyboron (hetero)arenes, site‐differentiated with MIDA boronyl (MIDA=N‐methyliminodiacetic acid) and pinacolato boronyl (Bpin), were prepared by an iridium‐catalyzed direct C H borylation of readily available (hetero)aryl MIDA boronates. The excellent synthetic uses of these multisite nucleophiles were demonstrated by the high‐yield production of a variety of multifunctionalized poly(hetero)arenes with the highly chemoselective Suzuki–Miyaura coupling (SMC) of the Bpin moiety being an essential step. 相似文献
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Liang Xu Siyi Ding Pengfei Li 《Angewandte Chemie (International ed. in English)》2014,53(7):1822-1826
Di‐ and polyboron (hetero)arenes, site‐differentiated with MIDA boronyl (MIDA=N‐methyliminodiacetic acid) and pinacolato boronyl (Bpin), were prepared by an iridium‐catalyzed direct C H borylation of readily available (hetero)aryl MIDA boronates. The excellent synthetic uses of these multisite nucleophiles were demonstrated by the high‐yield production of a variety of multifunctionalized poly(hetero)arenes with the highly chemoselective Suzuki–Miyaura coupling (SMC) of the Bpin moiety being an essential step. 相似文献
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Florian Monnier Dr. Marc Taillefer Dr. 《Angewandte Chemie (International ed. in English)》2009,48(38):6954-6971
Copper‐catalyzed Ullmann condensations are key reactions for the formation of carbon–heteroatom and carbon–carbon bonds in organic synthesis. These reactions can lead to structural moieties that are prevalent in building blocks of active molecules in the life sciences and in many material precursors. An increasing number of publications have appeared concerning Ullmann‐type intermolecular reactions for the coupling of aryl and vinyl halides with N, O, and C nucleophiles, and this Minireview highlights recent and major developments in this topic since 2004. 相似文献