Enantioselectivity Tunable Gold‐Catalyzed Intermolecular [3 + 2] Cycloaddition of N‐Allenamides with Nitrones DOI
Bing Xu, Zhan‐Ming Zhang, Jie Han

и другие.

Chinese Journal of Chemistry, Год журнала: 2022, Номер 40(12), С. 1407 - 1412

Опубликована: Фев. 23, 2022

Comprehensive Summary A highly enantioselective gold‐catalyzed intermolecular [3 + 2] cycloaddition of N ‐allenamides with nitrones was realized by the application Ming‐Phos M6 as a chiral ligand. Both enantiomers cycloadducts opposite configuration could be obtained in high yields regio‐ and enantioselectivity employment either diastereomer The acidic N—H bond (hydrogen bonding) sulfinamide moiety pentaflurophenyl substituent (fluorine effect) may play important roles enhancement enantioselectivity, that is, is multifunctional ligand this transformation.

Язык: Английский

Metal-Free Electrocatalytic Synthesis of Fused Azabicycles from N-Allyl Enamine Carboxylates DOI
Mrinmay Baidya,

Pintu Kumbhakar,

Suman De Sarkar

и другие.

Organic Letters, Год журнала: 2024, Номер 26(13), С. 2651 - 2655

Опубликована: Март 22, 2024

An electrocatalytic approach to access structurally significant azabicyclic scaffolds from N-allyl enamine carboxylates is illustrated. This metal-free method functions exclusively with a catalytic amount of iodide, strategically employed electrochemically generate reactive hypervalent iodine species, which facilitates the cascade bicyclization processes enhanced precision and efficiency. Excellent functional group compatibility was observed, enabling synthesis series azabicycle derivatives. Detailed mechanistic electrochemical studies enhance comprehension reaction sequence.

Язык: Английский

Процитировано

5

Borane-Catalyzed Carbazolation Reactions of Aryldiazoacetates DOI
Feifei He, René M. Koenigs

Organic Letters, Год журнала: 2021, Номер 23(15), С. 5831 - 5835

Опубликована: Июль 19, 2021

Herein, we report on the tris(pentafluorophenyl)borane-catalyzed reaction of carbazole heterocycles with aryldiazoacetates. We could demonstrate that selective N–H functionalization occurs in case an unprotected carbazole, other N-heterocycles, and secondary amines good yields. In contract, protected undergoes C–H at C-3 position a yield. The application both approaches was studied 41 examples up to 97%

Язык: Английский

Процитировано

31

Gold(I)-Catalyzed Synthesis of 4H-Benzo[d][1,3]oxazines and Biological Evaluation of Activity in Breast Cancer Cells DOI Creative Commons
Luis A. Segura‐Quezada, Karina R. Torres‐Carbajal, Narendra Mali

и другие.

ACS Omega, Год журнала: 2022, Номер 7(8), С. 6944 - 6955

Опубликована: Фев. 15, 2022

The first gold(I)-catalyzed cycloisomerization procedure applied to the synthesis of substituted 4H-benzo[d][1,3]oxazines has been developed starting from N-(2-alkynyl)aryl benzamides. chemoselective oxygen cyclization via 6-exo-dig pathway yielded observed heterocycles in modest good chemical yields under very mild reaction conditions. obtained oxazines were assayed on breast cancer (BC)-derived cell lines MCF-7 and HCC1954 with differential biological activity. newly synthesized 4H-benzo[d][1,3]oxazine compounds showed several degrees proliferation inhibition a remarkable effect for those having aryl at C-2 molecules. an IC50 ranking 3.1 95 μM cells. These represent potential drug candidates BC treatment. However, additional assays are needed elucidate their complete over cellular molecular hallmarks cancer.

Язык: Английский

Процитировано

22

Total Synthesis of Natural Products using Gold Catalysis DOI
Soumik De, Aritra Kumar Dan, Raghaba Sahu

и другие.

Chemistry - An Asian Journal, Год журнала: 2022, Номер 17(24)

Опубликована: Окт. 18, 2022

Gold catalysis is an extremely enthusiastic field of investigation in the area. The development alternative, highly inventive, precompetitive techniques based on gold has paved way for executing a broad spectrum chemical transformations from uncomplicated starting materials. total synthesis natural products complex and more complicated task. An amalgamation product through gold-catalysis been thought-provoking job. protocol solved several problems related to numerous products. Thus, this review outlined some most notable benchmarks last seven years (2015-2021) their application strategy acquired by authors accomplish will be elaborately discussed emphasizing role gold-catalyzed reactions.

Язык: Английский

Процитировано

22

Enantioselectivity Tunable Gold‐Catalyzed Intermolecular [3 + 2] Cycloaddition of N‐Allenamides with Nitrones DOI
Bing Xu, Zhan‐Ming Zhang, Jie Han

и другие.

Chinese Journal of Chemistry, Год журнала: 2022, Номер 40(12), С. 1407 - 1412

Опубликована: Фев. 23, 2022

Comprehensive Summary A highly enantioselective gold‐catalyzed intermolecular [3 + 2] cycloaddition of N ‐allenamides with nitrones was realized by the application Ming‐Phos M6 as a chiral ligand. Both enantiomers cycloadducts opposite configuration could be obtained in high yields regio‐ and enantioselectivity employment either diastereomer The acidic N—H bond (hydrogen bonding) sulfinamide moiety pentaflurophenyl substituent (fluorine effect) may play important roles enhancement enantioselectivity, that is, is multifunctional ligand this transformation.

Язык: Английский

Процитировано

20