Time and Atom Economical Regio‐ and Chemoselective Radical Cyclization of Unactivated 1,6‐Enynes Under Metal‐ and Oxidant‐Free Conditions DOI
Mohana Reddy Mutra, Jing Li,

Yu‐Ting Chen

et al.

Chemistry - A European Journal, Journal Year: 2022, Volume and Issue: 28(42)

Published: May 19, 2022

We developed time-atom economic regio- and chemoselective sulfonyl radical triggered 5-exo-dig cyclization of unactivated 1,6-enynes with halides under metal, additive-free reaction conditions to achieve highly substituted five-membered heterocyclic compounds. This transformation creates three new bonds, such as C-SO2 , C-C, active C-I/Br bonds. Importantly, one-pot protocols produce desired products directly from sodium sulfinates have an additional advantage minimising chemical waste, saving time, simplifying practical aspects compared existing protocols.

Language: Английский

Photocatalytic Bicyclization of Indole-Tethered 1,6-Enynes for Diastereoselective Synthesis of Pyrrolo[3,2,1-jk]carbazoles DOI
Hang‐Dong Zuo, Xi Chen,

Ya‐Yu Yuan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3810 - 3815

Published: April 28, 2024

A visible-light-driven photocatalytic protocol is established for the diastereoselective synthesis of pyrrolo[3,2,1-jk]carbazoles via a radical-triggered multicomponent bicyclization reaction starting from readily available indole-tethered 1,6-enynes and α-benzyl-α-bromomalonates under mild conditions. This approach exhibits wide substrate compatibility excellent tolerability toward various functional groups boasts benefit efficient ring formation chemical bond creation.

Language: Английский

Citations

6

Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds DOI
Weiyu Li, Lei Zhou

Green Chemistry, Journal Year: 2021, Volume and Issue: 23(17), P. 6652 - 6658

Published: Jan. 1, 2021

A visible-light driven 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates provided γ-seleno allylic sulfones in good yields. Control experiments showed that the 1,3-addition proceeded via a radical-chain propagation process.

Language: Английский

Citations

37

Photoinduced radical cascade reactions for the thioalkylation of quinoxalin-2(1H)-ones: an access to β-heteroaryl thioethers under metal- and catalyst-free conditions DOI
Swati Singh, Neha Dagar, Giriraj Pal

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(21), P. 8460 - 8465

Published: Jan. 1, 2022

Visible light-driven, a radical-cascade process for thioalkylation of quinoxalin-2(1 H )-one utilizing styrene and aryl disulfide derivatives has been discussed.

Language: Английский

Citations

24

Visible Light‐Mediated Manipulation of 1,n‐Enynes in Organic Synthesis DOI

Roshan I. Patel,

Jitender Singh, Anuj Sharma

et al.

ChemCatChem, Journal Year: 2022, Volume and Issue: 14(14)

Published: May 2, 2022

Abstract The 1, n ‐enynes are potent scaffolds in organic synthesis, providing a state‐of‐the‐art approach for synthesizing various acyclic and carbo‐ heterocyclic compounds. Radical cascade cyclization C−H functionalization of have gained immense attention the synthetic community. Significant advancement this field has been developed over years, employing harsh expensive metal catalysts usually associated with intense product purification unwanted side‐products. In context, advent visible light photocatalysis as mild efficient area is welcome step. Herein, we provide an exclusive overview recent developments light‐assisted manipulation ‐enynes. We classified review into 1,3‐, 1,4‐, 1,5‐, 1,6‐, 1,7‐, 1,8‐enynes, well dienyne, enediyne‐based reactions.

Language: Английский

Citations

23

Time and Atom Economical Regio‐ and Chemoselective Radical Cyclization of Unactivated 1,6‐Enynes Under Metal‐ and Oxidant‐Free Conditions DOI
Mohana Reddy Mutra, Jing Li,

Yu‐Ting Chen

et al.

Chemistry - A European Journal, Journal Year: 2022, Volume and Issue: 28(42)

Published: May 19, 2022

We developed time-atom economic regio- and chemoselective sulfonyl radical triggered 5-exo-dig cyclization of unactivated 1,6-enynes with halides under metal, additive-free reaction conditions to achieve highly substituted five-membered heterocyclic compounds. This transformation creates three new bonds, such as C-SO2 , C-C, active C-I/Br bonds. Importantly, one-pot protocols produce desired products directly from sodium sulfinates have an additional advantage minimising chemical waste, saving time, simplifying practical aspects compared existing protocols.

Language: Английский

Citations

23