Cobalt(III)-Catalyzed Regio- and Chemoselective [4 + 2]-Annulation of N-Chlorobenzamides/Acrylamides with 1,3-Dienes at Room Temperature DOI

Balu Ramesh,

Masilamani Jeganmohan

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(9), С. 5713 - 5729

Опубликована: Апрель 12, 2022

Co(III)-catalyzed regio- and chemoselective redox-neutral C-H annulation of arylamides/acrylamides with 1,3-dienes is described. The present reaction was well suited a less-reactive 1,3-butadiene. By employing this protocol, pharmaceutically important 3,4-dihydroisoquinolinones were synthesized in good yields. Furthermore, the prepared converted into highly oxirane derivatives A plausible mechanistic cycle proposed supported by competition experiment kinetic isotopic effect (KIE) studies.

Язык: Английский

Rh(III)-Catalyzed sequential ring-retentive/-opening [4 + 2] annulations of 2H-imidazoles towards full-color emissive imidazo[5,1-a]isoquinolinium salts and AIE-active non-symmetric 1,1′-biisoquinolines DOI

Peiyan Zhu,

Yanyan Yang,

Hui Li

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(10), С. 109533 - 109533

Опубликована: Янв. 22, 2024

Язык: Английский

Процитировано

2

Rhodium-catalysed homo-coupling of terminal alkynes: divergent synthesis of bioactive 1,3-diynes and conjugated enediynes DOI

Yijie Xiao,

Lijie Lv,

Nanxuan Luo

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(16), С. 7517 - 7523

Опубликована: Янв. 1, 2024

C(sp)–C(sp) cross-coupling of terminal alkynes represents a robust tool for building biologically active 1,3-diynes although confronted with huge challenges regarding selectivity control.

Язык: Английский

Процитировано

2

Rh(III)-Catalyzed [3 + 2] Annulation of Aniline Derivatives with Vinylsilanes via C–H Activation/Alkene Cyclization: Access to Highly Regioselective Indoline Derivatives DOI
Shrikant M. Khake, Naoto Chatani

ACS Catalysis, Год журнала: 2021, Номер 11(19), С. 12375 - 12383

Опубликована: Сен. 22, 2021

The Rh(III)-catalyzed reaction of aniline derivatives that contain a pyrimidine directing group with vinylsilanes results in the formation C3-substituted indoline highly regioselective manner via C–H activation/alkene cyclization cascade. mechanistic experiments indicate bond cleavage is not rate-determining step and proceeds six-membered rhodacycle as key catalytic species through pyrimidine-directed electrophilic ortho-C–H rhodation.

Язык: Английский

Процитировано

15

Rhodium-Catalyzed Selective C(sp2)–H Activation/Annulation of tert-Butyl Benzoyloxycarbamates with 1,3-Diynes: A One Step Access to Alkynylated Isocoumarins and Bis-Isocoumarins DOI
Bedadyuti Vedvyas Pati, Shyam Kumar Banjare, Gopal Krushna Das Adhikari

и другие.

Organic Letters, Год журнала: 2022, Номер 24(31), С. 5651 - 5656

Опубликована: Авг. 3, 2022

We report here a Rh(III) catalyzed regio- and stereoselective synthesis of alkynylated bis-isocoumarin from 1,3-dialkyne. Exclusive one-pot formation 3,3-bis-isocoumarin isomers has been achieved by eliminating several other possibilities. This is the first example transition metal scaffolds. The protocol compatible with wide range functional groups affording good to excellent yields. Several mechanistic investigations, including deuterium labeling experiments kinetic isotope effect studies, have carried out.

Язык: Английский

Процитировано

11

Cobalt(III)-Catalyzed Regio- and Chemoselective [4 + 2]-Annulation of N-Chlorobenzamides/Acrylamides with 1,3-Dienes at Room Temperature DOI

Balu Ramesh,

Masilamani Jeganmohan

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(9), С. 5713 - 5729

Опубликована: Апрель 12, 2022

Co(III)-catalyzed regio- and chemoselective redox-neutral C-H annulation of arylamides/acrylamides with 1,3-dienes is described. The present reaction was well suited a less-reactive 1,3-butadiene. By employing this protocol, pharmaceutically important 3,4-dihydroisoquinolinones were synthesized in good yields. Furthermore, the prepared converted into highly oxirane derivatives A plausible mechanistic cycle proposed supported by competition experiment kinetic isotopic effect (KIE) studies.

Язык: Английский

Процитировано

10