Divergent Sc(OTf)3‐Catalyzed Tandem Cyclization of o‐Hydroxyphenyl Enaminones with 1,3,5‐Triazinanes: Access to C3‐Aminomethyl Chromones and Tetrahydropyrimidines DOI Open Access

Siyang Han,

Chengcheng Fang, Sifeng Li

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 9, 2024

Abstract A Sc(OTf) 3 ‐catalyzed tandem cyclization reaction of o ‐hydroxyphenyl enaminones with 1,3,5‐triazinanes has been developed to generate two distinct annulated products in moderate good yields, which is dominated by the electronic characteristics 1,3,5‐triazinanes. The 1,3,5‐triaryl‐1,3,5‐triazinane reacted as C−N synthon produce C3‐aminomethyl chromone, while 1,3,5‐trialkyl‐1,3,5‐triazinane acted C−N−C−N synthons deliver N , ‐dialkyl tetrahydropyrimidine a free hydroxyl group.

Язык: Английский

Multicomponent reactions (MCRs) yielding medicinally relevant rings: a recent update and chemical space analysis of the scaffolds DOI Creative Commons

Mukesh Tandi,

Vaibhav Sharma, B. Gopal

и другие.

RSC Advances, Год журнала: 2025, Номер 15(2), С. 1447 - 1489

Опубликована: Янв. 1, 2025

We have reviewed the recently reported multicomponent reactions (MCRs) yielding cyclic frameworks in a single pot from simple building blocks under mild conditions. These MCRs may prove to be useful for drug discovery projects.

Язык: Английский

Процитировано

4

Metal-free three-component tandem cyclization for modular synthesis of 2,3-dihydrobenzothiazin-4-ones DOI
Guan Zhang, Hui Wan, Na Dong

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(7), С. 2021 - 2026

Опубликована: Янв. 1, 2024

The first three-component cyclization reaction of benzo[ c ][1,2]dithiol-3-ones based on S–S bond cleavage is disclosed herein.

Язык: Английский

Процитировано

3

Domino-Annulation-Based Approach to Synthesize Bridged Bis-thiopyrano[2,3-b]indoles and Unbridged Thiopyrano[2,3-b]indoles DOI
Yan-Hui Fu,

Chun Zhang,

Wei Xu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 9, 2025

A novel domino strategy for the construction of intricate bridged bis-thiopyrano[2,3-b]indoles was disclosed, which involved one molecule 3-formylchromones and two molecules indoline-2-thiones, enabling formation four new bonds in a single operation. The transformation occurred under mild reaction conditions, facilitated by synergistic action base NaHCO3 catalytic acid ZnCl2. Notably, when these bis-thiopyrano[2,3-b]indole skeletons were treated with alkyl halides basic they underwent deconstruction to yield alkylthio-substituted indole-decorated thiopyrano[2,3-b]indoles.

Язык: Английский

Процитировано

0

Solvent Screening Is Not Solvent Effect: A Review on the Most Neglected Aspect of Multicomponent Reactions DOI
Brenno A. D. Neto, Marcos N. Eberlin, James Sherwood

и другие.

European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(30)

Опубликована: Май 11, 2022

Abstract In the current Perspective article, we critically review and discuss importance of solvent effects on multicomponent reactions, likely most neglected aspect in this research field. Although solvent‐free reactions may be desirable sometimes, still require a to properly promote them. This requirement makes knowledge all drawbacks advantages each central issue when trying optimize reactions. Yet, only few studies with actual evidence these key have been published. For quantitative solvents, are even scarcer. Perspective, argue that greater efforts should directed such fundamental studies.

Язык: Английский

Процитировано

7

Recent advances in the synthesis of six-membered heterocycles via multicomponent reactions (from 2017 to 2022) DOI
Vahideh Zadsirjan

Advances in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 283 - 406

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

1

Iodomethane in C1 chemistry: application in palladium-catalyzed [2 + 2 + 1] annulation DOI

Jin-Ke Zhang,

Yu-Chen Fang,

Jiahe Chen

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(16), С. 3204 - 3208

Опубликована: Янв. 1, 2024

An efficient palladium-catalyzed [2 + 2 1] annulation of 3-iodochromones, bridged olefins, and iodomethane is described, affording a range chromone-containing polycyclic compounds. Additionally, the corresponding deuterated products were smoothly obtained with iodomethane-

Язык: Английский

Процитировано

1

Recent methods in the synthesis of chromeno[2,3-d]pyrimidines DOI
Ravi Varala, Mohan Kurra, Mohammed Amanullah

и другие.

Chemistry of Heterocyclic Compounds, Год журнала: 2024, Номер 60(3-4), С. 111 - 117

Опубликована: Апрель 1, 2024

Язык: Английский

Процитировано

1

Functional chromophores synthesized via multicomponent Reactions: A review on their use as cell-imaging probes DOI
Brenno A. D. Neto, Jenny E. P. Sorto,

Alexandre A.M. Lapis

и другие.

Methods, Год журнала: 2023, Номер 220, С. 142 - 157

Опубликована: Ноя. 6, 2023

Язык: Английский

Процитировано

3

An Efficient Solvothermal Method for One‐Pot Batch Simultaneous Synthesis of OZPMs and DHPMs** DOI
Dan Chen,

Xin‐Guang Pan,

An Yan

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(15)

Опубликована: Апрель 14, 2023

Abstract An efficient solvothermal method for one pot batch simultaneous synthesis of oxazolopyrimidines and dihydropyrimidinones has been developed in a small amount lactic acid without any additional catalysts additives the first time. Ten nine novel were simultaneously synthesized by condensation 1, 3‐dicarbonyl compounds, aromatic aldehydes β‐hydroxyethylurea reactors. All products obtained high yields characterized IR, 1 H NMR, 13 C HR‐MS. Further, structure oxazolopyrimidine undoubtedly identified with means single crystal X‐ray diffraction.

Язык: Английский

Процитировано

2

Synthesis of chromeno[2,3-b]indeno[2,1-e]pyridine derivatives via K2CO3-promoted three-component reaction of 2-amino-4H-chromen-4-ones, aromatic aldehydes and 1H-Indene-1,3(2H)-dione DOI

Wenyan Zhou,

Jianbo Gan,

Chengjun Wu

и другие.

Synthetic Communications, Год журнала: 2023, Номер 53(15), С. 1207 - 1215

Опубликована: Май 21, 2023

An efficient process to access chromeno-fused azafluorenones (chromeno[2,3-b]indeno[2,1-e]pyridine) via the three-component reaction between 2-amino-4H-chromen-4-ones, aromatic aldehydes and 1H-indene-1,3(2H)-dione is described. This approach includes successive Aldol condensation, Michael addition, intramolecular nucleophilic addition aromatization. The structure of a product obtained was determined based on X-ray diffraction studies.

Язык: Английский

Процитировано

2