Nothing Special   »   [go: up one dir, main page]

Sun et al., 2016 - Google Patents

Cleavage of the C (O)–S bond of thioesters by palladium/norbornene/copper cooperative catalysis: an efficient synthesis of 2-(arylthio) aryl ketones

Sun et al., 2016

Document ID
4767544328588049858
Author
Sun F
Li M
He C
Wang B
Li B
Sui X
Gu Z
Publication year
Publication venue
Journal of the American Chemical Society

External Links

Snippet

A Pd/norbornene/Cu cooperative catalysis for the efficient synthesis of 2-(arylthio) aryl ketones from aryl halides and thioesters has been developed. The first example of cooperative catalysis by palladium, norbornene, and copper, wherein the C (O)–S bond of …
Continue reading at pubs.acs.org (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • C07B37/04—Substitution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
    • C07F5/02—Boron compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00—Metallocenes
    • C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings

Similar Documents

Publication Publication Date Title
Sun et al. Cleavage of the C (O)–S bond of thioesters by palladium/norbornene/copper cooperative catalysis: an efficient synthesis of 2-(arylthio) aryl ketones
Liu et al. Synthesis of atropisomers by transition-metal-catalyzed asymmetric C–H functionalization reactions
Tian et al. Highly enantioselective cross-electrophile aryl-alkenylation of unactivated alkenes
Uetake et al. Rhodium-catalyzed ipso-borylation of alkylthioarenes via C–S bond cleavage
Shi et al. Pd (II)-catalyzed Catellani-type domino reaction utilizing arylboronic acids as substrates
Li et al. Ruthenium-catalyzed regioselective C2 alkenylation of indoles and pyrroles via C–H bond functionalization
Qiao et al. Enantioselective reductive divinylation of unactivated alkenes by nickel-catalyzed cyclization coupling reaction
Tiwari et al. Ruthenium-catalyzed heteroatom-directed regioselective C–H arylation of indoles using a removable tether
Trost et al. An atom-economic synthesis of nitrogen heterocycles from alkynes
Rae et al. Synthesis of axially chiral C–N scaffolds via asymmetric coupling with enantiopure sulfinyl iodanes
Yang et al. Pd-catalyzed enantioselective tandem C–C bond activation/cacchi reaction between cyclobutanones and o-ethynylanilines
Cai et al. Selective ortho thiolation enabled by tuning the ancillary ligand in palladium/norbornene catalysis
Wang et al. Palladium (II)-catalyzed ortho-olefination of arenes applying sulfoxides as remote directing groups
Jiang et al. Ligand relay catalysis enables asymmetric migratory reductive acylation of olefins or alkyl halides
Wang et al. Rhodium (III)-catalyzed C–H alkynylation of ferrocenes with hypervalent iodine reagents
Huang et al. Sustainable difluoroalkylation cyclization cascades of 1, 8-enynes
Wen et al. Acid promoted direct cross-coupling of methyl ketones with dimethyl sulfoxide: access to ketoallyl methylsulfides and-sulfones
Fan et al. Palladium/Norbornene-Catalyzed Ortho-Acylation and Ipso-Selenation via C (O)–Se Bond Cleavage: Synthesis of α-Carbonyl Selane
Wang et al. Palladium-catalyzed alkylarylation of acrylamides with unactivated alkyl halides
Li et al. Direct vicinal difunctionalization of thiophenes enabled by the palladium/norbornene cooperative catalysis
Zhang et al. Three-component catalytic carboxygenation of activated alkenes enabled by bimetallic Rh (III)/Cu (II) catalysis
Ghosh et al. Coupling catalytic alkene hydroacylation and α-arylation: enantioselective synthesis of heterocyclic ketones with α-chiral quaternary stereocenters
Li et al. Rhodium (III)-Catalyzed Redox-Neutral C–H Activation/Annulation of N-Aryloxyacetamides with Alkynyloxiranes: Synthesis of Highly Functionalized 2, 3-Dihydrobenzofurans
Li et al. Intramolecular Remote C–H Activation via Sequential 1, 4-Palladium Migration to Access Fused Polycycles
Liu et al. Copper-catalyzed disulfonation of terminal alkynes with sodium arylsulfinates