Tetrahedron, Journal Year: 2024, Volume and Issue: 159, P. 134026 - 134026
Published: May 9, 2024
Language: Английский
Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(5), P. 1026 - 1084
Published: Jan. 1, 2021
This review summaries recent synthetic developments towards spirocyclic oxindoles and applications as valuable medicinal targets.
Language: Английский
Citations
255
Chemistry - An Asian Journal, Journal Year: 2020, Volume and Issue: 15(8), P. 1225 - 1233
Published: Feb. 27, 2020
The spirooxindole unit is one of the most widely investigated compound skeletons existing in numerous natural and pharmaceutical molecules. Thus, a large number synthetic methodologies have already been reported to construct such core structure. trifluoromethyl group another privileged organic chemistry. introduction CF3 an framework can significantly improve properties molecule. In this context, efficient approach for construction trifluoromethyl-containing spirooxindoles becomes promising research direction among communities industry academia. Minireview, recent advances summarized discussed. addition, representative corresponding reaction mechanisms described as well.
Language: Английский
Citations
79
Topics in Current Chemistry, Journal Year: 2021, Volume and Issue: 379(4)
Published: May 18, 2021
Language: Английский
Citations
61
European Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 2021(11), P. 1653 - 1675
Published: Feb. 23, 2021
Abstract The great variety of spirooxindole three‐dimensional scaffolds encompasses relevant bioactive natural alkaloids as well useful therapeutic agents. In view the challenging features skeletons and their desirable properties, several synthetic routes have been devoted to preparation. Because both 1,3‐dipolar species 2‐oxindoles bearing a C=X double bond (X=C<, N−, O) in 3‐position, prominent role relies upon cycloaddition key step whole sequence. present paper aims discuss developments field synthesis via occurred 2011–2020 decade. literature data on this subject are reviewed systematic way according type 1,3‐dipole oxindole dipolarophile.
Language: Английский
Citations
49
Chemistry - An Asian Journal, Journal Year: 2020, Volume and Issue: 15(18), P. 2838 - 2853
Published: July 24, 2020
Abstract Benzothiophene, benzofuran, indole, and indene derivatives are privileged heterocyclic motifs. These present in a wide range of bioactive natural products pharmaceutical drugs the subject materials science research. However, construction benzothiophene, frameworks have been long‐standing challenges to organic chemists. In this review, we classify four structures synthesized from 2‐benzylidene‐1‐benzofuran‐3‐one their analogues terms ring size (from three‐ ten‐membered) type (fused or spiro), as well summarizing developments field. Finally, discuss opening 1,4‐addition reactions.
Language: Английский
Citations
42
New Journal of Chemistry, Journal Year: 2020, Volume and Issue: 44(40), P. 17148 - 17176
Published: Jan. 1, 2020
Stereoselective annulations of 2-arylidene-1,3-indanediones towards spiro-carbocycles as well spiro/fused heterocycles based on various cycloadditions and tandem are described.
Language: Английский
Citations
34
Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(35), P. 7099 - 7104
Published: Jan. 1, 2022
An efficient method to construct unique spiro[indoline-3,4′-pyrrolo[3,4- b ]pyridines] was successfully developed via a DABCO promoted formal [3 + 3] cycloaddition reaction of MBH carbonates isatins with β-enamino maleimides under mild conditions.
Language: Английский
Citations
20
Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(9)
Published: July 29, 2023
Abstract Multicomponent reactions (MCRs) have emerged as powerful tools in synthetic chemistry for the efficient synthesis of diverse molecular scaffolds, particularly nitrogen‐containing heterocycles. Despite their numerous advantages, use transition metal catalysts or additives MCRs can present limitations due to cost, toxicity, and environmental concerns. In recent years, there has been a growing interest metal‐free N ‐heterocyclic compounds. This review provides comprehensive concise overview advancements valuable ‐heterocycles over past five years. The is systematically organized, categorizing discussed based on size heterocyclic ring number nitrogen atoms. Only that result formation rings containing at least one atom are included, while derivatization using falls outside scope this review. By highlighting developments field, aims showcase potential significance sustainable strategies accessing elimination metals not only simplifies reaction conditions but also contributes greener more environmentally friendly approaches. serves resource researchers interested design application
Language: Английский
Citations
11
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(24), P. 17181 - 17196
Published: Nov. 28, 2023
A convenient synthetic protocol for regioselective and diastereoselective construction of complex dispiro-indanone-fluorenone-oxindole motifs was developed by the base-promoted annulation reaction bindone MBH carbonates isatins adjusting conditions. DABCO promoted in DCM at room temperature, affording dispiro[indene-2,4′-fluorene-1′,3″-indoline] derivatives good yields with high diastereoselectivity. Triethylamine two molecular 1,3-indanediones esters ethanol elevated temperature selectively gave dispiro[indene-2,4′-fluorene-3′,3″-indolines] moderate yields. However, triethylamine excess refluxing ethanol, Z-isomer as major product E-isomer minor product.
Language: Английский
Citations
11
Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(20), P. 3202 - 3208
Published: Jan. 1, 2020
In the presence of mixed bases DABCO and K2CO3, reaction MBH maleimides isatins with various cyclic 1,3-dicarbonyl compounds afforded functionalized dispiro[indoline-3,3′-furan-2′,3′′-pyrrolidines] in satisfactory yields high diastereoselectivity.
Language: Английский
Citations
29