In(OTf)3-Catalyzed Formal (4 + 3) Cycloaddition Reactions of 3-Benzylideneindoline-2-thiones with 2-Indolylmethanols DOI

Xuelong Wang,

Yi Yang, Yan Jiang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(29), P. 5902 - 5906

Published: Jan. 1, 2024

We report the In(OTf)

Language: Английский

Recent advances on the synthesis and application of tetrahydro-γ-carbolines DOI
Haibo Mei,

Klára Aradi,

Lóránd Kiss

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(12), P. 108657 - 108657

Published: June 7, 2023

Language: Английский

Citations

16
Recent advances in the synthetic applications of Morita–Baylis–Hillman and Rauhut–Currier adducts of nitroalkenes DOI
Sudheesh T. Sivanandan, Divya K. Nair, Irishi N. N. Namboothiri

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(31), P. 6243 - 6262

Published: Jan. 1, 2023

This article reviews the recent applications of Morita–Baylis–Hillman and Rauhut–Currier adducts nitroalkenes. It also covers mechanistic aspects, including key intermediates reaction pathways.

Language: Английский

Citations

7
One-pot π-extension approach of iminoindoles-to-α-carbolines as blue-light emitters using the cooperative basic system DOI

Rajni Lodhi,

S Banuprakash Goud,

Sampak Samanta

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(32), P. 14163 - 14169

Published: Jan. 1, 2024

Efficient access to α-carbolines was achieved via a domino reaction between iminoindoles and arylidene malononitriles using DABCO/NaHCO 3 as cooperative basic system. The synthesized scaffolds display blue emissions with good quantum yields.

Language: Английский

Citations

2
Organocatalytic Regio- and Enantioselective Allylic Alkylation of Indolin-2-imines with MBH Carbonates toward 3-Allylindoles DOI

Lunfeng Chen,

Pengfei Li

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(12), P. 7810 - 7814

Published: Jan. 26, 2023

An organocatalytic asymmetric C3-allylic alkylation of indolone-2-imines with MBH carbonates has been developed for the first time. As opposed to previous reports, an "interrupted" annulation was achieved, affording 3-allylindoles in generally high yields excellent stereoselectivities. The representative scale-up reaction and transformation were examined. A possible mechanism also proposed.

Language: Английский

Citations

6
Enantioselective Synthesis of 3‐Allylindoles from Indolin‐2‐imines and MBH Carbonates via Nucleophilic Catalysis DOI

Lunfeng Chen,

Pengfei Li

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(6)

Published: Feb. 7, 2024

Abstract With chiral amine (DHQD) 2 PHAL as nucleophilic catalyst, asymmetric synthesis of enantioenriched 3‐allylindoles was achieved from indolone‐2‐imines and MBH carbonates. Compared with our previous phosphine catalysis, the had exactly opposite effect in terms enantioselectivity. Importantly, we could obtain each enantiomer by adjusting catalyst system.

Language: Английский

Citations

1
Synthesis of α-, β-, and γ-Carbolines via Intramolecular Cyclization of Azidomethyl(indolyl)acrylates Involving PIFA-BF3·OEt2/DBU-Mediated Cyclization as well as Thermolysis Approaches DOI
Rudrasenan Agneswaran, Arasambattu K. Mohanakrishnan

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(14), P. 9867 - 9887

Published: July 2, 2024

In this study, we present our findings on the synthesis of α-, β-, γ-carbolines via PIFA/BF

Language: Английский

Citations

1
Novel access to α-carbolines with biological applications DOI
Olivier Provot

European Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 276, P. 116700 - 116700

Published: July 20, 2024

Language: Английский

Citations

1
Visible Light‐Mediated Reactions of β‐Nitroalkenes DOI
Sudheesh T. Sivanandan,

Mukkath J. Jesline,

Divya K. Nair

et al.

Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 12(1)

Published: Nov. 17, 2022

Abstract Organic transformations using visible light‐mediated photoredox reactions received significant attention in the past several years. Recently, nitroalkenes have emerged as an excellent coupling partner reactions. Due to easy availability and diverse reactivity, methodologies are reported on photoredox‐mediated of attain different types alkenes heterocycles. Variety including denitrative reactions, addition cycloadditions, etc. reported. However, a review that focuses entirely this topic has not appeared yet. Considering synthetic potential these class we provide summary various developed for under light catalysis.

Language: Английский

Citations

5
Baylis–Hillmanadducts as an important synthon for the synthesis of α‐carbolinone and α‐carboline derivatives DOI
D.V. Lenin,

Payal Malvi

Journal of Heterocyclic Chemistry, Journal Year: 2023, Volume and Issue: 60(6), P. 957 - 965

Published: Feb. 20, 2023

Abstract Baylis–Hillman adducts were conveniently transformed into α‐carbolinone and α‐carboline derivatives by monoalkylation of 2‐nitrobenzylcyanide, imide formation/Friedel–Crafts cyclization, treatment with Fe/AcOH in simple process is described.

Language: Английский

Citations

2
Highly diastereoselective [3+3] cycloaddition of indolin-3-ones and nitroallylic acetates: Efficient access to polysubstituted dihydropyrano[3,2-b]indoles DOI
Qian Zhao,

Ben‐Hong Chen,

Heping Li

et al.

Tetrahedron, Journal Year: 2023, Volume and Issue: 133, P. 133275 - 133275

Published: Jan. 20, 2023

Language: Английский

Citations

2