Hydroxyl‐Directed Iridium‐Catalyzed Synthesis of Pyrano[2,3,4‐de]chromen‐2‐ones and Further Chalcogenation under Blue‐Light Irradiation DOI
Kelu Yan, Xiaoyu Wang, Jiangwei Wen

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(43)

Published: Oct. 21, 2022

Abstract The hydroxyl‐directed iridium‐catalyzed peri ‐selective C−H bond activation to synthesize substituted pyrano[2,3,4‐ de ]chromen‐2‐ones and further chalcogenylation under blue light irradiation has been realized efficiently. Most products of polycyclic pyrans corresponding chalcogenated derivatives with various substituents were achieved in good excellent yields. Preliminary mechanistic studies suggest that this transformation may pass through a five‐membered iridacycle intermediate containing an O−Ir σ‐bond photocatalytic free radical process.

Language: Английский

Rh(III)-Catalyzed C(7)—H Formylmethylation of Indoline with Vinylene Carbonate DOI Open Access
Yanbo Zhang, Meng Sun

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(8), P. 2905 - 2905

Published: Jan. 1, 2023

A Rh(III)-catalyzed synthesis of arylacetaldehydes via C-H formylmethylation with vinylene carbonate has been developed.The reaction proceeded smoothly to give C7-functionalized N-(2-pyrimidyl)-indolines in moderate good yields.This protocol features simple system, excellent regioselectivity, and functional group compatibility.

Language: Английский

Citations

1

Synthesis of tetrasubstituted selenophenes by DBU-induced sequential three-component coupling and intramolecular cyclization DOI
Xiaoyu Wang, Kelu Yan, Jiangwei Wen

et al.

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(43), P. 19822 - 19826

Published: Jan. 1, 2023

A DBU-promoted three-component cascade annulation of 3-oxo-3-phenylpropanenitriles, ( E )-chalcones and selenium powder has been proposed for the synthesis tetrasubstituted selenophenes.

Language: Английский

Citations

1

Vinylene Carbonate as Latent Formylmethyl Surrogate: The Expediency of Ruthenium(II) Catalysis in Accessing Arylacetaldehydes, Arylacetates and Acetals DOI

Dolly David Thalakottukara,

Thirumanavelan Gandhi

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(5)

Published: Dec. 20, 2023

Abstract Arylacetaldehydes and its corresponding esters are fundamental structural motifs widespread in natural products pharmaceuticals. Herein, we developed a ruthenium(II)‐catalyzed direct formylmethylation sequential dehydrogenative esterification of phthalazinones by adopting vinylene carbonate as C2 synthon (formylmethyl equivalent). The reaction is compatible with repertoire substrates bearing both electron‐donating electron‐withdrawing substituents. Strikingly, the obtained governed additive used. A number control experiments conducted to elucidate mechanism. Furthermore, an important highlight confirmation possible intermediates mass spectrometry.

Language: Английский

Citations

1

Synthesis of 2‐Pyrones by Base‐Induced [3+3] Annulation Reaction of Phenacyl Phosphonium Ylides with Cyclopropenones DOI
Yuanyuan Zhang, Xiaoyu Wang, Jiangwei Wen

et al.

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

Published: Oct. 18, 2024

Abstract The base‐induced [3+3] annulation reaction of phenacyl phosphonium ylides with cyclopropenones has been proposed. Various polysubstituted 2‐pyrones are achieved in moderate to good yields through C−P bond cleavage and C−O/C−C coupling under simple easy‐to‐operate conditions. synthetic application mechanism have also preliminarily explored gain a deeper understanding this strategy practicality details. This protocol offers an alternative approach for the synthesis useful 2‐pyrone derivatives.

Language: Английский

Citations

0

Hydroxyl‐Directed Iridium‐Catalyzed Synthesis of Pyrano[2,3,4‐de]chromen‐2‐ones and Further Chalcogenation under Blue‐Light Irradiation DOI
Kelu Yan, Xiaoyu Wang, Jiangwei Wen

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(43)

Published: Oct. 21, 2022

Abstract The hydroxyl‐directed iridium‐catalyzed peri ‐selective C−H bond activation to synthesize substituted pyrano[2,3,4‐ de ]chromen‐2‐ones and further chalcogenylation under blue light irradiation has been realized efficiently. Most products of polycyclic pyrans corresponding chalcogenated derivatives with various substituents were achieved in good excellent yields. Preliminary mechanistic studies suggest that this transformation may pass through a five‐membered iridacycle intermediate containing an O−Ir σ‐bond photocatalytic free radical process.

Language: Английский

Citations

0