Five-membered ring systems with O and N atoms DOI
Franca M. Cordero, Donatella Giomi, Fabrizio Machetti

et al.

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 351 - 382

Published: Jan. 1, 2023

Language: Английский

Aryne Chemistry: Generation Methods and Reactions Incorporating Multiple Arynes DOI
Nayoung Kim,

Myungsoo Choi,

Sung‐Eun Suh

et al.

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(20), P. 11435 - 11522

Published: Oct. 9, 2024

Arynes hold significance for the efficient fusion of (hetero) arenes with diverse substrates, advancing construction complex molecular frameworks. Employing multiple equivalents arynes is particularly effective in rapid formation polycyclic cores found optoelectronic materials and bioactive compounds. However, inherent reactivity often leads to side reactions, yielding unanticipated products underlining importance a detailed investigation into use fine-tune their reactivity. This review centers on methodologies syntheses organic reactions involving arynes, categorizing based mechanisms like cycloadditions, σ-bond insertions, nucleophilic additions, ene discusses aryne polymerization. The categorization these includes two primary approaches: first entails engagement within single step while second approach involves using equivalent sequentially across steps, both requiring strict control ensure precise participation each respective step. Additionally, provides an in-depth analysis selection precursors, organized chronologically by activation strategy, offering comprehensive background that supports main theme utilization. expectation remains this will be invaluable designing advanced engaging arynes.

Language: Английский

Citations

10
2:1 Adducts Arising from Reactions between Benzynes and 1,3,4-Oxadiazoles DOI
Alexander L. Guzman, Paul V. Kevorkian, Thomas R. Hoye

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3834 - 3839

Published: April 30, 2024

2:1 adducts arise from the reaction of 2,5-diaryl-1,3,4-oxadiazoles and benzynes generated hexadehydro-Diels-Alder (HDDA) reaction. Density functional theory computations support a mechanistic manifold that includes concerted S

Language: Английский

Citations

2
Switchable Synthesis of Tritylone Alcohols and 2-Benzoylbenzoate Esters from Spiroindane-1,3-diones DOI Creative Commons

Jen‐Yu Kuan,

J.-C. Chen,

Jeng‐Liang Han

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12360 - 12369

Published: Aug. 12, 2024

A solvent-controlled regioselective rearrangement reaction of spiroindane-1,3-diones with a leaving group has been developed. In acetonitrile solvent, the 3 were rearranged to provide tritylone alcohols, while 2-benzoylbenzoate ester derivatives obtained if reactions performed in alcohols.

Language: Английский

Citations

1
Construction of Naphtho[2,1-d]oxazoles and 1,4-Epoxyisoquinolines via Regioselectivity-Switchable Diels–Alder Reaction of 4-Alkenyloxazoles with Arynes DOI
Yingyi Wang, Feng Sha,

Yitao Zheng

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

A Regioselectivity-switchable Diels-Alder reaction of arynes and 4-alkenyloxazoles was explored. By regulating the temperature polarity solvent, activity aryne controlled to selectively react with different favorable sites 4-alkenyloxazoles, providing naphtho[2,1-

Language: Английский

Citations

0
Five-membered ring systems with O and N atoms DOI
Franca M. Cordero, Donatella Giomi, Fabrizio Machetti

et al.

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 351 - 382

Published: Jan. 1, 2023

Language: Английский

Citations

0