Aryne Chemistry: Generation Methods and Reactions Incorporating Multiple Arynes

N Kim, M Choi, SE Suh, DM Chenoweth - Chemical Reviews, 2024 - ACS Publications
Arynes hold significance for the efficient fusion of (hetero) arenes with diverse substrates,
advancing the construction of complex molecular frameworks. Employing multiple …

Strategies toward aryne multifunctionalization via 1, 2-benzdiyne and benzyne

J He, D Qiu, Y Li - Accounts of Chemical Research, 2020 - ACS Publications
Conspectus Polysubstituted arenes are prevalent in numerous natural products, medicines,
agrochemicals, and organic functional materials. Among methods to prepare polysubstituted …

The renaissance and bright future of synthetic aryne chemistry

S Yoshida, T Hosoya - Chemistry Letters, 2015 - academic.oup.com
Recent developments in aryne chemistry are reviewed with a particular focus on synthetic
methods. This includes an overview of the precursors of arynes and their activators; the …

Domino aryne precursor: efficient construction of 2, 4-disubstituted benzothiazoles

J Shi, D Qiu, J Wang, H Xu, Y Li - Journal of the American …, 2015 - ACS Publications
An aryne precursor with a potential to perform domino aryne chemistry was proposed and
synthesized. The reaction of this reagent with benzothioamide derivatives could afford 2, 4 …

Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory N-Arylation

S Yoshida, T Yano, Y Misawa, Y Sugimura… - Journal of the …, 2015 - ACS Publications
Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory N-Arylation |
Journal of the American Chemical Society ACS ACS Publications C&EN CAS Find my institution …

Total Synthesis of the Phenylnaphthacenoid Type II Polyketide Antibiotic Formicamycin H via Regioselective Ruthenium-Catalyzed Hydrogen Auto-Transfer [4+ 2] …

G Hu, RS Doerksen, BR Ambler… - Journal of the American …, 2024 - ACS Publications
The first total synthesis of the pentacyclic phenylnaphthacenoid type II polyketide antibiotic
formicamycin H is described. A key feature of the synthesis involves the convergent …

The anionic Fries rearrangement: a convenient route to ortho-functionalized aromatics

M Korb, H Lang - Chemical Society Reviews, 2019 - pubs.rsc.org
The ortho-directed lithiation of aromatic carbamates and carbonates causes a migration of
the substituent from the pendant O group to the adjacent C atom of the aromatic scaffold …

Recent advances in reactions between arynes and organosulfur compounds

T Matsuzawa, S Yoshida, T Hosoya - Tetrahedron Letters, 2018 - Elsevier
The recent progress made on transformations involving the reactions between aryne
intermediates and organosulfur compounds has been reviewed. A wide variety of aromatic …

[3+ 2] Cycloaddition of azides with arynes formed via C–H deprotonation of aryl sulfonium salts

XW Gu, YH Zhao, XF Wu - Green Chemistry, 2023 - pubs.rsc.org
Herein, we developed a new methodology of using aryl sulfonium salts as the aryne
precursor for [3+ 2] cycloaddition reactions with azides. The reaction using readily available …

Concise Synthesis of (−)-Cycloclavine and (−)-5-epi-Cycloclavine via Asymmetric C–C Activation

L Deng, M Chen, G Dong - Journal of the American Chemical …, 2018 - ACS Publications
To illustrate the synthetic significance of C–C activation methods, here we describe an
efficient strategy for the enantioselective total syntheses of (−)-cycloclavine and (−)-5-epi …