Cited by Synthesis of 3,4,5-trisubstituted phenols <i>via</i> Rh(<scp>iii</scp>)-catalyzed alkenyl C–H activation assisted by phosphonium cations

Late‐Stage C−H Activation of Drug (Derivative) Molecules with Pd(ll) Catalysis DOI

Su Yong Shim

Chemistry - A European Journal, Год журнала: 2023, Номер 29(71)

Опубликована: Окт. 17, 2023

Abstract This review comprehensively analyses representative examples of Pd(II)‐catalyzed late‐stage C−H activation reactions and demonstrates their efficacy in converting bonds at multiple positions within drug (derivative) molecules into diverse functional groups. These transformative hold immense potential medicinal chemistry, enabling the efficient selective functionalization specific sites molecules, thereby enhancing pharmacological activity expanding scope candidates. Although notable articles have focused on drug‐like using transition‐metal catalysts, reviews specifically focusing Pd(II) catalysts are required owing to prominence as most widely utilized metal for ability introduce a myriad groups bonds. The utilization Pd‐catalyzed methodologies impressive success introducing various groups, such cyano (CN), fluorine (F), chlorine (Cl), aromatic rings, olefin, alkyl, alkyne, hydroxyl with high regioselectivity functional‐group tolerance. breakthroughs serve invaluable tools discovery development, offering strategic options optimize candidates drive exploration innovative therapeutic solutions.

Язык: Английский

Процитировано

Divergent synthesis of pyrrolizine derivatives through C−H bond functionalization of pyrroles DOI

Manqing Wang,

Yuanshuang Xu,

Huihang Hou

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(51), С. 6536 - 6539

Опубликована: Янв. 1, 2024

Presented herein is the synthesis of diversely functionalized pyrrolizines from reaction

Язык: Английский

Процитировано

Regiodivergent C–N Coupling of Quinazolinones Controlled by the Dipole Moments of Tautomers DOI

Shyamal Kanti Bera, Prasenjit Mal

Organic Letters, Год журнала: 2022, Номер 24(17), С. 3144 - 3148

Опубликована: Апрель 21, 2022

Herein, we report that the dipole moments of tautomers can be controlling factor for regiodivergent synthesis either 14H-quinazolino[3,2-f]phenanthridin-14-ones or 6H-quinazolino[1,2-f]phenanthridin-6-ones, selectively, from unmasked 2-([1,1′-biphenyl]-2-yl)quinazolin-4(3H)-one. An intramolecular C(sp2)–NH coupling reaction mediated by PhI(OCOOCF3)2 could lead to two different regioisomers selectively at temperatures when dielectric constants solvents like hexafluoroisopropanol and trifluoroacetic acid matched with tautomer's moments.

Язык: Английский

Процитировано

Advances in Pyridine C – H Functionalizations: Beyond C2 Selectivity DOI

Sachin Balaso Mohite, Yafia Kousin Mirza, Partha Sarathi Bera

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 31(2)

Опубликована: Ноя. 28, 2024

The pyridine core is a crucial component in numerous FDA-approved drugs and Environmental Protection Agency (EPA) regulated agrochemicals. It also plays significant role ligands for transition metals, alkaloids, catalysts, various organic materials with diverse properties, making it one of the most important structural frameworks. However, despite its significance, direct selective functionalization still relatively underdeveloped due to electron-deficient nature strong coordinating ability nitrogen. Among variety synthetic transformation, C-H bond straightforward atom economical approach it's advantageous late-stage containing drugs. In recent years, innovative strategies regioselective pyridines azines have emerged, offering benefits such as high regioselectivity, mild conditions, enabling transformations that were challenging traditional methods. This review emphasizes latest advancements meta para-C-H through approaches, including phosphonium salts, photocatalytic methods, temporary de-aromatization, Minisci-type reactions, metal-catalyzed activation techniques. We discuss advantages limitations these current methods aim inspire further progress this field.

Язык: Английский

Процитировано

Oxidative cyclopalladation triggers the hydroalkylation of alkynes DOI

Kangbao Zhong,

Shihan Liu,

Xiaoqian He

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 34(10), С. 108339 - 108339

Опубликована: Март 15, 2023

Язык: Английский

Процитировано

Regioselective Alkenylation of Five-Membered Heteroarenes via a Dual 1,3-Sulfur Rearrangement DOI

Jia Li,

Mingming Mao,

Kang Dong

и другие.

Organic Letters, Год журнала: 2023, Номер 25(26), С. 4782 - 4786

Опубликована: Июнь 26, 2023

Herein, we report a protocol for the stereoselective C-H alkenylation of five-membered heteroarenes including pyrroles (containing free NH pyrrole), thiophenes, and furans with 1,3-dithiane derivatives through dual 1,3-sulfur rearrangements. The site-selective regioselective proceeded in good yields via vinyl thionium ions to produce C2 or C5 Heck-type products, respectively.

Язык: Английский

Процитировано

Synthesis of Phthalazino[2,3‐a]cinnoline‐6,8,13(5H)‐triones via Ir(III)‐catalyzed Dehydrogenative C‐H/N‐H Functionalization of N‐aryl Phthalazinones DOI

Chao Zhang,

Ling‐Xi Zhang,

Lin Dong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(13), С. 2996 - 3000

Опубликована: Май 7, 2024

Abstract An Iridium(III)‐catalyzed C−H cyclization of N‐arylphthalazinones with α‐diazotized Meldrum's acid afforded tetracyclic phthalazine derivatives a carbonyl group in 98% yield only 30 min. The initial formation also provided access to powerful building block. utility this method is emphasized by the synthetic transformation into series potentially bioactive derivatives.

Язык: Английский

Процитировано

C─H Functionalization of Heteroarenes via Electron Donor‐Acceptor Complex Photoactivation DOI

Alakananda Hajra,

Madhusudan Mondal,

Sumit Ghosh

и другие.

ChemSusChem, Год журнала: 2024, Номер unknown

Опубликована: Июль 8, 2024

C-H Functionalization of heteroarenes stands as a potent instrument in organic synthesis, and with the incorporation visible light, it emerged transformative game-changer. In this domain, electron donor-acceptor (EDA) complex, formed through pairing an electron-rich substrate electron-accepting molecule, has garnered substantial consideration recent years due to related avoidance requirement photocatalyst well oxidant. EDA complexes can undergo photoactivation under mild conditions exhibit high functional group tolerance, making them potentially suitable for functionalization biologically relevant heteroarenes. This review article provides overview advancements field via complex literature coverage up April, 2024.

Язык: Английский

Процитировано

Functionalization of Heteroarenes by the Palladium/Norbornene Cooperative Catalysis DOI