One‐Pot Electro‐Oxidative Annulation Reactions: Synthesis of Polysubstituted Pyrroles from Anilines and Alkynoates DOI
Guang Shi, Jie Sun, Zhiwei Chen

et al.

ChemistrySelect, Journal Year: 2021, Volume and Issue: 6(44), P. 12342 - 12345

Published: Nov. 23, 2021

Abstract A synthetic method of polysubstituted pyrroles has been established by electro‐oxidative intermolecular annulation easily available materials, anilines and alkynoates. In an undivided cell, alkynoates aniline converted smoothly into desired products under external oxidant‐free mild conditions, mechanism verification experiments indicating that in situ formed enamines are crucial intermediates for the transformation.

Language: Английский

Arylation of α‐Imino Ketones and their Cyclization with Allenoates: Direct Access to Sterically Hindered Pyrroles DOI Open Access
Srinivasarao Yaragorla,

Doma Arun

Asian Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 28, 2025

Abstract Herein, we report a calcium‐catalyzed, one‐pot, four‐component reaction to synthesize diversely substituted pyrroles. This atom‐economy involves sequence of reactions that proceed via in situ formation α ‐ imino ketones, Friedel‐Crafts arylation, aza‐cyclization, and aromatization the single pot. The showed broad substrate scope with good yields. We demonstrated gram‐scale synthesis post‐synthetic modifications.

Language: Английский

Citations

1

Cu(OTf)2/HFIP catalyzed regioselective cycloisomerization of indole-C3-functionalized alkynols to carbazoles DOI
Srinivasarao Yaragorla, Tabassum Khan,

Sayonika Chakroborty

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(18), P. 3622 - 3629

Published: Jan. 1, 2024

We report here a simple and atom economic cycloisomerization reaction of indole-tethered alkynols for constructing diverse carbazoles using Cu(OTf)

Language: Английский

Citations

6

Recent advances in cascade reactions and their mechanistic insights: a concise strategy to synthesize complex natural products and organic scaffolds DOI

Shivam Shivam,

Geetika Tiwari,

Manish Kumar

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(18), P. 3653 - 3674

Published: Jan. 1, 2022

This review features a broad interest in compiling range of cascade transformations under various classifications based on nature and reactivity the main ingredient to solve diverse challenges organic synthesis create fascinating molecules.

Language: Английский

Citations

22

Mechanochemical Thiolation of α-Imino Ketones: A Catalyst-Free, One-Pot, Three-Component Reaction DOI Creative Commons
Srinivasarao Yaragorla,

Mahesh Sulthan,

Jagadeshwar Vannada

et al.

ACS Omega, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 29, 2025

Herein, we report an efficient mechanochemical synthesis of α,α-amino thioketones involving a one-pot, three-component milling 2-oxo aldehydes, amines, and thiols. Unlike previous methods, this protocol does not require any catalyst or oxidizing additive. The reaction proceeds through the thiolation in situ formed α-imino ketones by liquid-assisted grinding. We have successfully extended to synthesizing benzothiazoles, thiazoles, quinoxalines, demonstrating its efficiency potential field. Importantly, shown gram-scale synthesis, synthetic applications, substrate scope protocol, instilling confidence practicality.

Language: Английский

Citations

0

HFIP-Promoted Friedel–Crafts Allenylation of Imidazopyridines with Propargyl Alcohols at Room Temperature DOI
Srinivasarao Yaragorla,

Aayesha Shaik,

Dandugula Sneha Latha

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 25, 2025

Herein, we report an efficient synthetic protocol for the Friedel–Crafts reaction of imidazo[1,2-a]pyridines with propargyl alcohols in HFIP. Notably, this FC allenylation works without any additional solvent or catalyst and requires neither inert conditions nor heating. In method, HFIP, besides offering hydrogen bonding alcohol, also stabilizes resultant carbocation, thus forming product. This method enables straightforward synthesis 1,3-enynes. The current offers a large substrate diversity good to excellent yields. We demonstrated gram-scale modifications.

Language: Английский

Citations

0

Calcium‐Catalyzed Multicomponent Reactions in Organic Synthesis DOI
Abhishek Pareek, Ravikrishna Dada, Srinivasarao Yaragorla

et al.

Asian Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 19, 2025

Abstract Calcium catalysis has garnered significant attention from synthetic organic chemists as a sustainable alternative to Lewis acidic transition metals, rare‐earth and strong Brønsted acids. This alkaline earth metal, abundant in nature, environmentally benign, moisture‐tolerant, biodegradable, low toxicity, offers distinct advantages. catalysts exhibit exceptional proficiency activating diverse functional groups, particularly π‐activated species such ketones, alcohols, enamines, aldehydes, alkenes, alkynes, allenes, thereby enabling nucleophilic additions tandem chemical transformations. These characteristics resonate with the core tenets of green chemistry, enhancing atom step economy while minimizing waste generation. review presents thorough in‐depth analysis calcium‐catalyzed multi‐component reactions (MCRs), underscoring their transformative role advancing synthesis. Furthermore, it explores untapped potential calcium broadening horizons MCRs, fostering innovative eco‐friendly methodologies for applications pharmaceuticals materials science. Key challenges future prospects within this evolving domain are also critically examined.

Language: Английский

Citations

0

Copper-catalyzed carbene insertion and ester migration for the synthesis of polysubstituted pyrroles DOI
Mingrui Li, Yiming Sun, Yuxing Xie

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(75), P. 11050 - 11053

Published: Jan. 1, 2020

A mild synthetic protocol to access 2-ester pyrroles through Cu(OTf)2-catalysed carbene insertion/ester migration/cyclization of enaminones and α-diazo compounds is reported.

Language: Английский

Citations

24

Arylation and Alkyne Insertion to C-Acylimines: Rapid Access to 2-Trifluoromethylated and Other Fully Substituted Pyrroles in One Pot DOI
Srinivasarao Yaragorla,

Arun Doma,

Rajeshwari Tangellapally

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 55(08), P. 1298 - 1308

Published: Jan. 11, 2023

Abstract A one-pot, four-component strategy for the synthesis of trifluoromethylated, and other fully-substituted pyrroles is reported using minimum loading calcium catalyst at room temperature. variety arenes, α-keto aldehydes, amines, activated alkynes took part in reaction to produce high-yielding products. Friedel–Crafts arylation aza-Michael addition are key reactions this approach.

Language: Английский

Citations

9

C(sp2)‐H Imination of Imidazo[1,2‐a]pyridines: A Catalyst‐Free, Multicomponent Approach DOI

Yadavalli Subba Rao,

Doma Arun,

Nagaraju Devunuri

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(19)

Published: March 5, 2024

Abstract We report here a catalyst‐free, (sp 2 )C−H imination reaction of in‐situ formed imidazo[1,2‐ ]pyridines and α‐iminoketones. This one‐pot, multicomponent, atom economic is performed at moderate to room temperature without the need for any catalyst inert conditions. The showed good substrate tolerance with appreciable yields. Gram‐scale synthesis post‐synthetic modifications obtain 1,2‐diketones are also described.

Language: Английский

Citations

2

Diastereoselective Double Annulation of Allenoates with Povarov Adducts: Modular Synthesis of Multisubstituted Pyrroloquinolines DOI
Srinivasarao Yaragorla,

Doma Arun

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(22), P. 16838 - 16849

Published: Nov. 6, 2024

Herein, we report an atom-economical, one-pot, four-component, diastereoselective double-annulation reaction to construct polyfused pyrroloquinolines. This highlights the cyclization of in situ

Language: Английский

Citations

2