Organocatalytic Synthesis of 2,3,4,9‐Tetrahydro‐1H‐carbazole Embedded Styrene Atropisomers DOI
Chandrakanta Parida, Minakshi Devi, Subhas Chandra Pan

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: unknown

Published: Nov. 16, 2023

Abstract Herein we report the first synthesis of tetrahydrocarbazole embedded styrene atropisomers via reaction between 1‐(aryl‐ethynyl)‐naphthalen‐2‐ol and 2,3,4,9‐tetrahydro‐1 H ‐carbazole. The proceeds through in situ vinylidene ortho ‐quinone methide (VQM) intermediate formation. derivatives were obtained good to high yields with diastereoselectivities a catalytic amount PTSA. A asymmetric version is also reported.

Language: Английский

Photoactive Arylamine Appended β‐Naphthols via Friedel–Crafts Alkylation of Vinylidine Quinone Methides (VQMs) DOI

Fathima Begum,

Saranya Udayakumar, Priti Kumari

et al.

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: April 16, 2025

Abstract Substituted naphthol derivatives have received significant attention due to their wide range of biological and pharmaceutical activities, further extending the generation with photoactive materials promotes optoelectronic applications. Nevertheless, synthetic methodology such hitherto unknown. In this study, we adopted an efficient Friedel–Crafts reaction ortho ‐alkynylnaphthols N,N ‐disubstituted arylamines generate arylamine‐appended β‐naphthol derivatives. This transformation features broad substrate scope, excellent yields, high atom economy method was successfully adapted for late‐stage functionalization biomolecules drug molecules yields. Further, UV–vis absorption emission studies reveal that these shown visible blue a quantum efficiency 10%. Lately, photo‐irradiation on arylamine leads charged state facilitates improvement electronic properties. Consequently, novel paves way new developments in area small molecule‐derived optoelectronics.

Language: Английский

Citations

0
Enantioselective Friedel‐Crafts Reaction of ortho‐Alkynylnaphthols with Naphthofurans: Synthesis of Polysubstituted Axially Chiral Styrenes DOI
Wenxuan Zhang, Jiaying Sun, Daoshan Yang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(12), P. 2710 - 2714

Published: May 7, 2024

Abstract Herein, we report a chiral Brønsted acid‐catalyzed enantioselective Friedel‐Crafts reaction of ortho ‐alkynylnaphthols with various naphthofurans, realizing the asymmetric synthesis axially styrenes naphthofurans in 67 to 93% yield and 34 96% ee.

Language: Английский

Citations

1
Five-membered ring systems: Furans and benzofurans DOI

Halina Kwiecień

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 175 - 209

Published: Jan. 1, 2024

Language: Английский

Citations

1
Organocatalytic Enantioselective Synthesis of [5.7]-Fused ε-Sultam N,O-Heterocycles via (3 + 2)-Annulation of Seven-Membered Cyclic N-Sulfonylimines with γ-Hydroxy-α,β-Unsaturated Ketones DOI

Ying Du,

Peng Han, Tao Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(24), P. 18698 - 18706

Published: Dec. 10, 2024

A highly stereoselective protocol for the (3 + 2)-annulation of biphenyl-bridged seven-membered cyclic

Language: Английский

Citations

0
Organocatalytic Synthesis of 2,3,4,9‐Tetrahydro‐1H‐carbazole Embedded Styrene Atropisomers DOI
Chandrakanta Parida, Minakshi Devi, Subhas Chandra Pan

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: unknown

Published: Nov. 16, 2023

Abstract Herein we report the first synthesis of tetrahydrocarbazole embedded styrene atropisomers via reaction between 1‐(aryl‐ethynyl)‐naphthalen‐2‐ol and 2,3,4,9‐tetrahydro‐1 H ‐carbazole. The proceeds through in situ vinylidene ortho ‐quinone methide (VQM) intermediate formation. derivatives were obtained good to high yields with diastereoselectivities a catalytic amount PTSA. A asymmetric version is also reported.

Language: Английский

Citations

1