Direct C(sp2)−H Hydroxylation of Arenes with Palladium(II)/Oxygen Using Sulfoximines as a Recyclable Directing Group
Sign Up to like & getrecommendations! Published in 2018 at "ChemCatChem"
DOI: 10.1002/cctc.201800064
Abstract: The aerobic palladium(II) catalysis presented herein offers facile entry to various substituted phenols through site‐selective C−H hydroxylation of arenes by using sulfoximines as a reusable directing group. The notable aspects of our method include the… read more here.
Keywords: oxygen; directing group; hydroxylation; palladium ... See more keywords
Switchable C−H Alkylation of Aromatic Acids with Maleimides in Water: Carboxyl as a Diverse Directing Group
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DOI: 10.1002/cctc.201900444
Abstract: A ruthenium‐catalyzed protocol to access conjugate addition or decarboxylative conjugate addition of aromatic acids with maleimides has been developed. The reaction shows interesting chemoselectivity with different substituted benzoic acids. The reaction pathway of C−H alkylation… read more here.
Keywords: addition; directing group; aromatic acids; group ... See more keywords
Mechanochemical Assembly of a Nitrile‐Based Directing Group in Arylacetic AcidsUsing the Passerini 3‐CR: Exploration of the Pd(II)‐Catalyzed meta‐C(sp2)‐H Bond olefination Process
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202301320
Abstract: The multicomponent assembly of a nitrile‐based directing group in a set of arylacetic acids under solvent‐free mechanochemical conditions using the Passerini 3‐CR and the subsequent Pd(II)‐mediated meta‐C(sp2)‐H bond olefination process has been achieved. The protocol… read more here.
Keywords: directing group; sp2 bond; based directing; nitrile based ... See more keywords
Emergence of Pyrimidine-Based meta-Directing Group: Journey from Weak to Strong Coordination in Diversifying meta-C-H Functionalization.
Sign Up to like & getrecommendations! Published in 2022 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.1c00629
Abstract: ConspectusC-H activation has emerged as a powerful transformative synthetic tool to construct complex molecular frameworks, which are ubiquitous in natural products, medicines, dyes, polymers, and many more. However, reactivity and selectivity, arising from the inertness… read more here.
Keywords: meta; meta functionalization; directing group; activation ... See more keywords
The Difference in Ir-Catalyzed C(sp2)-H and C(sp3)-H Bond Activation Assisted by a Directing Group: Cyclometalation via Cis- or Trans-Chelation?
Sign Up to like & getrecommendations! Published in 2024 at "Inorganic chemistry"
DOI: 10.1021/acs.inorgchem.4c02432
Abstract: Iridium-catalyzed C-H borylation of aromatic and aliphatic hydrocarbons assisted by a directing group was theoretically investigated. Density functional theory (DFT) calculations revealed both Ir-catalyzed C(sp2)-H and C(sp3)-H borylations via an IrIII/IrV catalytic cycle, where the… read more here.
Keywords: directing group; sp3; assisted directing; catalyzed sp2 ... See more keywords
Directing Group Guided Site-Selective Diversification of Indoles by Aziridine: Synthesis of β-Indolylethylamines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00120
Abstract: A palladium catalyzed directing group assisted cross-coupling of aliphatic aziridines with indole, indoline, tetrahydroquinoline, and aniline has been developed to furnish the corresponding β-arylethylamine derivatives. The substrate scope was very general, and the protocol was… read more here.
Keywords: guided site; site selective; group; selective diversification ... See more keywords
4-Aminobenzotriazole (ABTA) as a Removable Directing Group for Palladium-Catalyzed Aerobic Oxidative C-H Olefination.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00285
Abstract: 4-Aminobenzotriazole (ABTA) was applied as an effective removable directing group (DG) in Pd-catalyzed C-H activation for the first time. Compared with the widely applied pyridine and quinoline analogs, ABTA showed significantly improved reactivity, achieving aerobic… read more here.
Keywords: aerobic oxidative; aminobenzotriazole abta; removable directing; oxidative olefination ... See more keywords
Pd(II)-Catalyzed Transient Directing Group-Assisted Regioselective Diverse C4-H Functionalizations of Indoles.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00320
Abstract: The development of a rational strategy for achieving site-selective C4-H halogenation of indoles is an appealing yet challenging task. Herein, we disclose a Pd(II)-catalyzed transient directing group (TDG)-assisted methodology for realizing C4 chlorination/bromination of indoles… read more here.
Keywords: transient directing; methodology; group assisted; catalyzed transient ... See more keywords
Triazene as the Directing Group Achieving Highly Ortho-Selective Diborylation and Sequential Functionalization.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00994
Abstract: This study describes a regioselective ortho,ortho'-diborylation of aromatic triazenes catalyzed by [Ir(OMe)(cod)]2 in near-quantitative yields without an additional ligand. Aromatic triazenes act as both substrates and ligands. The X-ray structures of 2a and 2p indicate… read more here.
Keywords: group achieving; diborylation; triazene directing; achieving highly ... See more keywords
Pd(II)-Catalyzed C4-Selective Alkynylation of Indoles by a Transient Directing Group.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c01970
Abstract: With alanine as a transient directing group, Pd-catalyzed regioselective alkynylation at the indole C4-position was successfully established in a good yield. The total synthesis of the PAF antagonist demonstrated the synthetic utility of this protocol.… read more here.
Keywords: directing group; group catalyzed; catalyzed selective; transient directing ... See more keywords
Copper-Mediated C(sp2)-H Thiolation of Free Amines Enabled by a Transient Directing Group.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c01299
Abstract: A copper-mediated C-H thiolation reaction of benzylamines has been developed using a transient directing group strategy. In this reaction, picolinaldehyde was used as the catalyst, which forms a transient imine directing group in situ with… read more here.
Keywords: directing group; thiolation; transient directing; copper mediated ... See more keywords