Cobalt(iii)-catalyzed weakly coordinating arylurea-directed regioselective mono-olefination DOI

Shuo‐Jie Shen,

Zhen Zhang,

Yi Gu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 21(2), P. 300 - 305

Published: Dec. 1, 2022

Here, we developed an air-stable, earth-abundant cobalt(III)-catalyzed regioselective mono-olefination of arenes directed by urea under mild conditions through a cross-dehydrogenative coupling (CDC) process. Under the optimized conditions, high regioselectivity was achieved with various electron-rich and electron-deficient arenes, which afforded E-alkenylated products (with yields up to 90%). In contrast used for noble-metal-catalyzed olefination weakly coordinating groups, our reaction operated including temperature (40 °C) non-metallic oxidant.

Language: Английский

Salicylaldehyde-Enabled Co(II)-Catalyzed Oxidative C–H Alkenylation of Indoles with Olefins DOI
Jia‐Wei Li, Shuai Shi,

Mao‐Gui Huang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 90(1), P. 35 - 43

Published: Dec. 27, 2024

A ligand-promoted oxidative dehydrogenation C-H alkenylation of indoles and olefins was achieved using commercial low-cost Co(NO

Language: Английский

Citations

0
Five-membered ring systems: pyrroles and benzo analogs DOI
Justin M. Lopchuk

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 199 - 250

Published: Jan. 1, 2023

Language: Английский

Citations

1
A Fujiwara‐Moritani‐Type Alkenylation Using a Traceless Directing Group Strategy: A Rare Example of C−C Bond Formation towards the C2‐Carbon of Terminal Alkenes DOI Creative Commons
Raheleh Pourkaveh, Maren Podewitz, Michael Schnürch

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 26(8)

Published: Dec. 29, 2022

Abstract Herein we report, a rhodium‐catalyzed Fujiwara‐Moritani‐type reaction of unactivated terminal alkenes and benzoic acid derivatives bearing electron donating residues under mild conditions. The functionality acts as traceless directing group delivering products alkenylated in meta ‐position to the substituent contrast usually obtained ortho ‐ para ‐substitution Friedel‐Crafts‐type reactions. Remarkably, new C−C bond is formed C2 olefin, similar reported transformations. Initially mixtures exo endo ‐double isomers can be efficiently isomerized more stable ‐products.

Language: Английский

Citations

1
Transition Metal‐Catalyzed C2 and C3 Functionalization of Indoles DOI Open Access

Pinki Sihag,

Meledath Sudhakaran Keerthana,

Masilamani Jeganmohan

et al.

Published: March 25, 2023

Transition metal-catalyzed C2 and C3 functionalization of indoles has been summarized in this article. This chapter encompasses a wide range useful directed non-directed transformations. article highlights selective with respect to C–H arylation, alkenylation, alkynylation, acylation, nitration, borylation, annulations, amidation using coupling partners.

Language: Английский

Citations

0
Cobalt(iii)-catalyzed weakly coordinating arylurea-directed regioselective mono-olefination DOI

Shuo‐Jie Shen,

Zhen Zhang,

Yi Gu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 21(2), P. 300 - 305

Published: Dec. 1, 2022

Here, we developed an air-stable, earth-abundant cobalt(III)-catalyzed regioselective mono-olefination of arenes directed by urea under mild conditions through a cross-dehydrogenative coupling (CDC) process. Under the optimized conditions, high regioselectivity was achieved with various electron-rich and electron-deficient arenes, which afforded E-alkenylated products (with yields up to 90%). In contrast used for noble-metal-catalyzed olefination weakly coordinating groups, our reaction operated including temperature (40 °C) non-metallic oxidant.

Language: Английский

Citations

0