Metal-free synthesis of quinoline-2,4-dicarboxylate derivatives using aryl amines and acetylenedicarboxylates through a pseudo three-component reaction DOI
Saghir Ali,

Abu T. Khan

Organic & Biomolecular Chemistry, Journal Year: 2021, Volume and Issue: 19(32), P. 7041 - 7050

Published: Jan. 1, 2021

An efficient, useful and one-pot protocol for the synthesis of quinoline-2,4-dicarboxylate scaffolds is accomplished from aryl amines dimethyl/diethyl acetylenedicarboxylates using 20 mol% molecular iodine as a catalyst in acetonitrile at 80 °C.

Language: Английский

Cascade Annulation for Synthesizing Chromenopyrrolones from o-Hydroxyphenyl Enaminones and 2-Halo-N-alkyloxyacetamides DOI
Weimin Zhang,

Qing-Sheng Zhao,

Si–Yi Chen

et al.

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

Published: Nov. 27, 2024

A cascade cyclization reaction comprising two halogenation reactions and a Michael addition was developed for the synthesis of chromeno[2,3-

Language: Английский

Citations

1

Synthesis of 2‐Alkenyl‐4H‐3,1‐Benzoxazin‐4‐Ones through HFIP‐Mediated Decarboxylative [4+2]‐Annulation of Isatoic Anhydrides with Cyclopropenones under Silver Catalysis DOI

Mengqi Yang,

Jixin Wang,

Weiwei Lv

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(16), P. 4085 - 4090

Published: June 25, 2021

Abstract We herein describes an HFIP‐mediated [4+2]‐cycloaddition reaction from simple and easily available isatoic anhydrides cyclopropenones under silver catalysis. This transformation involves the tandem decarboxylative esterification, intermolecular addition, intramolecular substitution, small ring opening isomerization processes, which allows rapid assembly of versatile 2‐diarylalkenyl‐4 H ‐3,1‐benzoxazin‐4‐ones. magnified image

Language: Английский

Citations

10

Selective Construction of Diverse Polycyclic Spirooxindoles via a Three-Component Reaction of Cyclic Mercapto-Substituted β-Enamino Esters, Isatins, and Cyclic 1,3-Diketones DOI

Quan-Shun Sun,

Jing Sun,

Liu‐Na Pan

et al.

The Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 85(19), P. 12117 - 12127

Published: Sept. 9, 2020

The three-component reaction of alkyl 2-(benzo[b][1,4]thiazin-3-ylidene)acetates, isatins, and 1,3-indanedione (1,3-cyclopentanedione) in ethanol the presence acetic acid conveniently afforded spiro[indeno[1,2-b]phenothiazine-6,3′-indolines] or spiro[cyclopenta[b]phenothiazine-4,3′-indolines] good yields with high diastereoselectivity. More interestingly, a similar 4-hydroxychromen-2-one resulted unexpected polycyclic spiro[benzo[b]chromeno[3′,4′:5,6]pyrano[2,3-e][1,4]thiazine-7,3′-indolines] satisfactory yields. A plausible mechanism was rationally proposed for formation different kinds spiro compounds, stereochemistries various compounds were clearly elucidated.

Language: Английский

Citations

10

Base‐Promoted Synthesis of 3‐Alkenyl‐2‐pyridones from N‐Propargyl‐β‐enaminones and Aryl Aldehydes DOI

Qingyu Tian,

Shangyun Xiao,

Guolin Cheng

et al.

Chinese Journal of Chemistry, Journal Year: 2021, Volume and Issue: 39(10), P. 2781 - 2788

Published: June 27, 2021

Main observation and conclusion In this article, we report a base‐promoted sequential cyclization/aldol‐type condensation/isomerization cascade reaction of N ‐propargyl‐β‐enaminones with aryl aldehydes. The key step in protocol is the generation 1,4‐oxazepine anions from under basic conditions, which are captured by method allows formation one pyridone core C—C double bond “one pot”, preparation variety densely decorated derivatives moderate to good yields broad functional group tolerance.

Language: Английский

Citations

9

Metal-free synthesis of quinoline-2,4-dicarboxylate derivatives using aryl amines and acetylenedicarboxylates through a pseudo three-component reaction DOI
Saghir Ali,

Abu T. Khan

Organic & Biomolecular Chemistry, Journal Year: 2021, Volume and Issue: 19(32), P. 7041 - 7050

Published: Jan. 1, 2021

An efficient, useful and one-pot protocol for the synthesis of quinoline-2,4-dicarboxylate scaffolds is accomplished from aryl amines dimethyl/diethyl acetylenedicarboxylates using 20 mol% molecular iodine as a catalyst in acetonitrile at 80 °C.

Language: Английский

Citations

9