Miscellaneous (3 + 2) Cycloadditions DOI
Guang‐Jian Mei,

Yun‐Xuan Chen,

Feng Shi

et al.

Elsevier eBooks, Journal Year: 2022, Volume and Issue: unknown, P. 215 - 246

Published: Dec. 13, 2022

Language: Английский

Synthesis of tetrahydrochromenes and dihydronaphthofurans via a cascade process of [3 + 3] and [3 + 2] annulation reactions: mechanistic insight for 6-endo-trig and 5-exo-trig cyclisation DOI Creative Commons
Yeruva Pavankumar Reddy, Venkatesan Srinivasadesikan, Rengarajan Balamurugan

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(9), P. 5796 - 5803

Published: Jan. 1, 2023

Substituted tetrahydrochromenes and dihydronaphthofurans are easily accessible by the treatment of β-tetralone with trans-β-nitro styrene derived Morita-Baylis-Hillman (MBH) acetates through a formal [3 + 3]/[3 2] annulation. The reaction proceeds cascade Michael/oxa-Michael pathway moderate to good yields. A DFT study was carried out account for formation corresponding six five-membered heterocycles via 6-endo-trig 5-exo-trig cyclization.

Language: Английский

Citations

2
Solvent Directed Diastereodivergent Synthesis of Spiro‐Oxindoles with Quaternary Carbon Center Forming DOI Open Access
Yang Zhang, Qian Liao, Jin‐Yu Liu

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(38)

Published: Aug. 12, 2023

Abstract An efficient method has been developed for the solvent‐directed diastereodivergent cyclization reactions with quaternary center formation. Various spiro‐oxindole diastereoisomers were synthesized good yields (up to >99 %) and moderate high diastereoselectivities >20 : 1). Further study on NMR studies indicates that key this approach lies in different interactions between substrate organocatalyst across diverse solvents. This methodology may have significant implications switchable, synthesis.

Language: Английский

Citations

2
Access to densely functionalized spirocyclopentenonyl oxindole frameworks via aza- and carbo-Piancatelli rearrangement DOI

Sourav Pramanik,

Chenna Jagadeesh,

Ayan Chatterjee

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(26), P. 5249 - 5253

Published: Jan. 1, 2022

The Piancatelli rearrangement on an oxindole-based template enables access to highly functionalized spirooxindole moieties.

Language: Английский

Citations

3
Synthesis of 2,3-bifunctional imidazo[1,2-a]pyridines through cycloadditions of pyridinium ylides with N-cyano-4-methyl-N-phenylbenzenesulfonamide DOI
Gu Zhan,

Hongli Zhao,

Dong‐Ai Li

et al.

Tetrahedron Letters, Journal Year: 2022, Volume and Issue: 115, P. 154295 - 154295

Published: Dec. 6, 2022

Language: Английский

Citations

3
Asymmetric organocatalytic Morita−Baylis−Hillman reaction and asymmetric organocatalytic transformations of Morita−Baylis−Hillman adducts. An update DOI

Hélène Pellissier

Tetrahedron, Journal Year: 2024, Volume and Issue: 172, P. 134435 - 134435

Published: Dec. 23, 2024

Language: Английский

Citations

0
Asymmetric Synthesis of Tricycle‐Fused Dispirooxindoles via Organocatalyzed Three‐Component Cascade Reactions of 2‐Pyrones and Trifluoroethylisatin Ketimines DOI
Jing Xue, Meng Wang, Qian Zhao

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(22), P. 3888 - 3894

Published: Oct. 7, 2022

Abstract An asymmetric synthesis of a series tricycle‐fused dispirooxindoles frameworks assembled in different rings was disclosed via multicomponent cascade 1,3‐dipolar cycloadditions electron‐deficient 2‐pyrones and trifluoroethylisatin ketimines under the catalysis hydroquinine or (DHQD) 2 PHAL with 61→99% ee >19:1 dr. Meanwhile, these potentially biologically important fused pyrrolidinyl/tetrahydropyranone/pyrrolidinyl frame‐works bear eight contiguous stereocenters functionalized pharmacophores which could further transfer to linaer spirooxindoles bearing epoxyethyl moiety retentive enantioselectivity. magnified image

Language: Английский

Citations

2
Multicomponent reaction (MCR) for constructing bis-spirocyclohexane skeletons using β-nitrostyrene derived MBH acetates, 1,3-indanedione and aldehydes via [1 + 1 + 1 + 3] annulation DOI Creative Commons
Veera Babu Gudise, Shaik Anwar

RSC Advances, Journal Year: 2023, Volume and Issue: 13(39), P. 27456 - 27460

Published: Jan. 1, 2023

AB 2 C type four component quadruple cascade reaction between MBH acetate, 1,3-indanedione and aldehydes via [1 + 1 3] annulation progressed through Knoevenagel/Michael/Michael/Michael sequence for the synthesis of b is-spirocyclohexane.

Language: Английский

Citations

0
Miscellaneous (3 + 2) Cycloadditions DOI
Guang‐Jian Mei,

Yun‐Xuan Chen,

Feng Shi

et al.

Elsevier eBooks, Journal Year: 2022, Volume and Issue: unknown, P. 215 - 246

Published: Dec. 13, 2022

Language: Английский

Citations

0