Cobalt(II)‐Catalyzed [5+2] C−H Annulation of o‐Arylanilines with Alkynes: An Expedient Route to Dibenzo‐[b,d]azepines DOI
Fei Ling, Zhen Xie, Jiachen Chen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(13), С. 3094 - 3101

Опубликована: Апрель 29, 2019

Abstract The first example of CoCl 2 ‐catalyzed formal [5+2] oxidative annulation o ‐arylanilines with alkynes was developed, giving access to various important imine‐containing dibenzo‐[ b , d ]azepine scaffolds through sequential C−C/C−N bond formation. reaction employs catalytic amount manganese and oxygen as cooxidants, features a broad substrate scope. Preliminary mechanistic studies suggested that C−H activation is involved in the rate‐determining step. Moreover, both internal terminal are well tolerated this transformation. Besides, regioselective migratory insertion observed when using substrates. magnified image

Язык: Английский

Recent advances and perspectives in manganese-catalyzed C–H activation DOI

Thaipparambil Aneeja,

Mohan Neetha, C. M. A. Afsina

и другие.

Catalysis Science & Technology, Год журнала: 2020, Номер 11(2), С. 444 - 458

Опубликована: Дек. 10, 2020

Manganese-catalyzed C–H activation has become an emerging area in organic chemistry. These efficient and eco-friendly manganese catalysed reactions provides new opportunities the field of synthetic

Язык: Английский

Процитировано

51

Ruthenium-Catalyzed Hydroxyl-Directed peri-Selective C–H Activation and Annulation of 1-Naphthols with CF3–Imidoyl Sulfoxonium Ylides for the Synthesis of 2-(Trifluoromethyl)-2,3-dihydrobenzo[de]chromen-2-amines DOI

Zuguang Yang,

Jianhua Tang, Zhengkai Chen

и другие.

Organic Letters, Год журнала: 2022, Номер 24(40), С. 7288 - 7293

Опубликована: Окт. 4, 2022

A ruthenium-catalyzed peri-selective C-H activation and annulation of 1-naphthols with CF3-substituted imidoyl sulfoxonium ylides that uses hydroxyl as a weakly coordinating directing group is disclosed. The strategy provides facile practical route to diverse trifluoromethyl-containing 2,3-dihydrobenzo[de]chromen-2-amines high efficiency. Notable advantages this protocol include readily available materials, excellent regioselectivity, good functional compatibility, scalability.

Язык: Английский

Процитировано

35

Cobalt-catalyzed C–N, C–O, C–S bond formation: synthesis of heterocycles DOI
Navjeet Kaur

Journal of the Iranian Chemical Society, Год журнала: 2019, Номер 16(12), С. 2525 - 2553

Опубликована: Июль 6, 2019

Язык: Английский

Процитировано

50

Recent advances and prospects in the metal-free synthesis of quinolines DOI
Nissy Ann Harry, Sankuviruthiyil M. Ujwaldev, Gopinathan Anilkumar

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2020, Номер 18(48), С. 9775 - 9790

Опубликована: Янв. 1, 2020

Metal-free synthesis of quinolines has recently gained attention, and this review focuses on the recent advances in metal-free quinolines.

Язык: Английский

Процитировано

49

Traceless Bidentate Directing Group Assisted Cobalt-Catalyzed sp2-C–H Activation and [4 + 2]-Annulation Reaction with 1,3-Diynes DOI
Arnab Dey, Chandra M. R. Volla

Organic Letters, Год журнала: 2020, Номер 22(19), С. 7480 - 7485

Опубликована: Сен. 16, 2020

An efficient cobalt-catalyzed [4 + 2] annulation of hydrazones and 1,3-diynes has been developed for the synthesis 3-alkynylated isoquinolines engaging 2-aminopyridine as a traceless bidentate directing group. The strategy successfully extended 3,3′-biisoquinoline moieties via both one-pot well sequential approaches. utilization group with an inexpensive earth-abundant cobalt-catalyst under operationally simple reaction conditions makes present transformation more valuable appealing.

Язык: Английский

Процитировано

47

Cobalt-catalyzed carbonylation of the C–H bond DOI
Lukass Lukasevics, Liene Grigorjeva

Organic & Biomolecular Chemistry, Год журнала: 2020, Номер 18(38), С. 7460 - 7466

Опубликована: Янв. 1, 2020

Direct carbonylation of the C-H bond is a great tool for installing carbonyl group in wide variety substrates. This review summarizes methodologies using cobalt-catalyzed functionalization approach. Despite fact that have been known since Murahashi's report 1955, this area still underdeveloped, particularly C(sp3)-H bond.

Язык: Английский

Процитировано

41

Cobalt(III)-Catalyzed Regioselective C6 Olefination of 2-Pyridones Using Alkynes: Olefination/Directing Group Migration and Olefination DOI
Xin Xu, Lin Zhang, Haoqiang Zhao

и другие.

Organic Letters, Год журнала: 2021, Номер 23(12), С. 4624 - 4629

Опубликована: Июнь 9, 2021

Co(III)-catalyzed highly regio- and stereoselective direct C6 olefination of 2-pyridones with alkynes has been developed the assistance chelation. Upon variation reaction conditions, react well diaryl via a olefination/directing group migration pathway to give tetrasubstituted 6-vinyl-2-pyridones, but C6-H terminal works effectively afford only C6-olefinated 2-pyridones. A judicious choice solvent an additive is crucial for catalysis. The protocols feature 100% atom economy, excellent site selectivity, high stereoselectivity, ample substrate scope, good compatibility functional groups. Synthetic applications are demonstrated, experimental studies density theory calculations conducted gain mechanistic insight into two transformations.

Язык: Английский

Процитировано

36

Cobalt catalyzed alkenylation/annulation reactions of alkynes via C–H activation: A review DOI
Jyotismita Bora, Mayuri Dutta, Bolin Chetia

и другие.

Tetrahedron, Год журнала: 2023, Номер 132, С. 133248 - 133248

Опубликована: Янв. 9, 2023

Язык: Английский

Процитировано

16

Cp*CoIII-catalyzed formal [4+2] cycloaddition of benzamides to afford quinazolinone derivatives DOI

Jingshu Yang,

Xiao Hu,

Zijie Liu

и другие.

Chemical Communications, Год журнала: 2019, Номер 55(92), С. 13840 - 13843

Опубликована: Янв. 1, 2019

A Cp*CoIII-catalyzed arene C–H bond amidation/annulation of benzamides was developed to afford quinazolinone derivatives in one-pot with high yields and broad substrate scope.

Язык: Английский

Процитировано

37

Synthesis of 3-Hydroxymethyl Isoindolinones via Cobalt-Catalyzed C(sp2)–H Carbonylation of Phenylglycinol Derivatives DOI
Lukass Lukasevics, Aleksandrs Cizikovs, Liene Grigorjeva

и другие.

Organic Letters, Год журнала: 2020, Номер 22(7), С. 2720 - 2723

Опубликована: Март 17, 2020

An efficient method for the synthesis of 3-hydroxymethyl isoindolinones via cobalt-catalyzed C(sp2)-H carbonylation phenylglycinol derivatives using picolinamide as a traceless directing group is demonstrated. The reaction proceeds in presence commercially available cobalt(II) tetramethylheptanedionate catalyst and employs DIAD "CO" surrogate. This synthetic route offers broad substrate scope, excellent regioselectivity, full preservation original stereochemistry. Besides, developed provides pathway accessing valuable enantiopure 3-substituted isoindolinone derivatives.

Язык: Английский

Процитировано

36