Metal-free oxidative cross-dehydrogenative coupling of quinones with benzylic C(sp3)–H bonds

Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Yu Wang; Xiao-Mei Zhang; Ji-Yu Wang

doi:10.1039/c9ra05678e

Metal-free oxidative cross-dehydrogenative coupling of quinones with benzylic C(sp3)–H bonds

RSC Advances ◽

10.1039/c9ra05678e ◽

2019 ◽

Vol 9 (47) ◽

pp. 27588-27592 ◽

Cited By ~ 1

Author(s):

Yu Dong ◽

Jian Yang ◽

Shuai He ◽

Zhi-Chuan Shi ◽

Yu Wang ◽

...

Keyword(s):

Direct Synthesis ◽

Metal Free ◽

Dehydrogenative Coupling

A metal-free cross-dehydrogenative coupling of quinones with toluene derivatives has been established. A series of quinones were subjected to reaction with toluene derivatives in the presence of DTBP for direct synthesis of benzylquinones.

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Latest Advancements in Transition‐Metal‐Free Carbon‐Heteroatom Bond Formation Reactions via Cross‐ Dehydrogenative Coupling

Asian Journal of Organic Chemistry ◽

10.1002/ajoc.202100070 ◽

2021 ◽

Author(s):

Aanchal Batra ◽

Pushpinder Singh ◽

Kamal Nain Singh

Keyword(s):

Transition Metal ◽

Bond Formation ◽

Free Carbon ◽

Metal Free ◽

Dehydrogenative Coupling ◽

Bond Formation Reactions

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Synthesis of Polycyclic Amines through Mild Metal-Free Tandem Cross-Dehydrogenative Coupling/Intramolecular Hydroarylation ofN-Aryltetrahydroisoquinolines and Crotonaldehyde

European Journal of Organic Chemistry ◽

10.1002/ejoc.201403375 ◽

2014 ◽

Vol 2015 (3) ◽

pp. 468-473 ◽

Cited By ~ 12

Author(s):

Xiang Wu ◽

Dian-Feng Chen ◽

Shu-Sen Chen ◽

Yi-Fan Zhu

Keyword(s):

Metal Free ◽

Dehydrogenative Coupling

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ChemInform Abstract: Di-tert-butyl Peroxide (DTBP) Promoted Dehydrogenative Coupling: An Expedient and Metal-Free Synthesis of Oxindoles via Intramolecular C(sp2)-H and C(sp3)-H Bond Activation.

ChemInform ◽

10.1002/chin.201604106 ◽

2016 ◽

Vol 47 (4) ◽

pp. no-no

Author(s):

Biplab Mondal ◽

Brindaban Roy

Keyword(s):

Bond Activation ◽

Metal Free ◽

Tert Butyl ◽

Dehydrogenative Coupling ◽

Butyl Peroxide

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ChemInform Abstract: Hypervalent Iodine(III)-Induced Oxidation [4 + 2] Annulation of o-Phenylenediamines and Electron-Deficient Alkynes: Direct Synthesis of Quinoxalines from Alkyne Substrates under Metal-Free Conditions.

ChemInform ◽

10.1002/chin.201407200 ◽

2014 ◽

Vol 45 (7) ◽

pp. no-no

Author(s):

Sota Okumura ◽

Youhei Takeda ◽

Kensuke Kiyokawa ◽

Satoshi Minakata

Keyword(s):

Direct Synthesis ◽

Hypervalent Iodine ◽

Metal Free

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ChemInform Abstract: Metal Free TBHP-Promoted Intramolecular Carbonylation of Arenes via Radical Cross-Dehydrogenative Coupling: Synthesis of Indenoquinolinones, 4-Azafluorenones and Fluorenones.

ChemInform ◽

10.1002/chin.201646027 ◽

2016 ◽

Vol 47 (46) ◽

Author(s):

Kalpana Mishra ◽

Ashok Kumar Pandey ◽

Jay Bahadur Singh ◽

Radhey M. Singh

Keyword(s):

Metal Free ◽

Dehydrogenative Coupling

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Metal-Free Visible-Light-Induced C–H/C–H Cross-Dehydrogenative-Coupling of Quinoxalin-2(H)-ones with Simple Ethers

ACS Sustainable Chemistry & Engineering ◽

10.1021/acssuschemeng.8b04652 ◽

2018 ◽

Vol 6 (12) ◽

pp. 17252-17257 ◽

Cited By ~ 79

Author(s):

Wei Wei ◽

Leilei Wang ◽

Huilan Yue ◽

Pengli Bao ◽

Weiwei Liu ◽

...

Keyword(s):

Visible Light ◽

Metal Free ◽

Dehydrogenative Coupling

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Direct synthesis of quinazolinones by acceptorless dehydrogenative coupling of o-aminobenzamide and alcohols by heterogeneous Pt catalysts

Catalysis Science & Technology ◽

10.1039/c4cy00092g ◽

2014 ◽

Vol 4 (6) ◽

pp. 1716-1719 ◽

Cited By ~ 47

Author(s):

S. M. A. Hakim Siddiki ◽

Kenichi Kon ◽

Abeda Sultana Touchy ◽

Ken-ichi Shimizu

Keyword(s):

Direct Synthesis ◽

Pt Catalysts ◽

Metal Nanoclusters ◽

Dehydrogenative Coupling

HBEA supported Pt metal nanoclusters effectively catalyze direct dehydrogenative synthesis of quinazolinones from o-aminobenzamide and alcohols under promoter-free conditions.

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ChemInform Abstract: DIAD-Mediated Metal-Free Cross Dehydrogenative Coupling Between Tertiary Amines and α-Fluorinated Sulfones.

ChemInform ◽

10.1002/chin.201344089 ◽

2013 ◽

Vol 44 (44) ◽

pp. no-no

Author(s):

Weizhou Huang ◽

Chuanfa Ni ◽

Yanchuan Zhao ◽

Jinbo Hu

Keyword(s):

Tertiary Amines ◽

Metal Free ◽

Dehydrogenative Coupling

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Visible-Light-Mediated Cross Dehydrogenative Coupling of Thiols with Aldehydes: Metal-Free Synthesis of Thioesters at Room Temperature

The Journal of Organic Chemistry ◽

10.1021/acs.joc.1c02111 ◽

2021 ◽

Author(s):

Vishal Jyoti Roy ◽

Partha Pratim Sen ◽

Sudipta Raha Roy

Keyword(s):

Visible Light ◽

Room Temperature ◽

Metal Free ◽

Dehydrogenative Coupling

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Nitrosonium ion catalysis: aerobic, metal-free cross-dehydrogenative carbon–heteroatom bond formation

Chemical Communications ◽

10.1039/c8cc08328b ◽

2018 ◽

Vol 54 (92) ◽

pp. 13022-13025 ◽

Cited By ~ 21

Author(s):

Luis Bering ◽

Laura D’Ottavio ◽

Giedre Sirvinskaite ◽

Andrey P. Antonchick

Keyword(s):

Bond Formation ◽

Environmentally Benign ◽

Reaction Conditions ◽

Metal Free ◽

Dehydrogenative Coupling ◽

Nitrosonium Ion

Catalytic cross-dehydrogenative coupling of heteroarenes with thiophenols and phenothiazines has been developed under mild and environmentally benign reaction conditions.

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