Results 211 to 220 of about 4,752 (252)

Asymmetric Cycloaddition of N-2,2,2-Trifluoroethylisatin Ketimines and Unsymmetrical Dicarbonyl-Activated Alkenes: Construction of 5'-Trifluoromethylated 3,2'-Pyrrolidinyl Spirooxindoles with Three Carbonyl Groups.

Journal of Organic Chemistry
The asymmetric cycloaddition between N-2,2,2-trifluoroethylisatin ketimines and unsymmetrical dicarbonyl-activated alkenes catalyzed by a bifunctional squaramide has been discovered.
Jin-Zhi He, Bao-Lei Zhu, Zhen-Hui Huang, Jin-Ping Liang, Zhen-Wei Zhang, Qing Chen, Ning Lin   +6 more
semanticscholar   +1 more source

Spirooxindoles as Potential Pharmacophores

Mini-Reviews in Medicinal Chemistry, 2017
The spiroindole heterocyclic scaffold is found in many natural products and has been identified as an important bioactive agent. Over the past few decades, various spiroindole-containing compounds have been reported to possess biological properties and hence found in the structure of many synthetic pharmaceuticals.
Rachel A. Jones, Siva S. Panda, Praveen Bachawala, Prabhu P. Mohapatra   +3 more
openaire   +3 more sources

Rearrangement of C2-Spirooxindoles: Conversion to the 2-Hydroxyhemi-Indigo and Chromenoindole.

Journal of Organic Chemistry
This study demonstrates the rearrangement of C2-spirooxindoles to the 2-hydroxyhemi-indigo and chromenoindole. The N-H-spirooxindole exhibits double proton translocation and its conversion to the (Z)-2-hydroxyhemi-indigo photoswitch with trifluoroacetic ...
Kosuke Nakashima, D. Yordanov, Yasuyuki Matsushima, Shin‐ichi Hirashima, Tsuyoshi Miura, Anton Georgiev   +5 more
semanticscholar   +1 more source

Molecular diversity of spirooxindoles. Synthesis and biological activity

Molecular Diversity, 2015
Spirooxindoles are important synthetic targets possessing extended biological activity and drug discovery applications. This review focuses on the various strategies for the enantioselective synthesis of spirocyclic oxindoles relying on reports over the past decade and from earlier work.
Victoria V. Lipson, Victoria V. Lipson, Tetyana L. Pavlovska, R. G. Red’kin, Dmytro V. Atamanuk   +4 more
openaire   +3 more sources

[CMMIM][BF4] as a Sustainable Catalyst for Spirooxindoles Synthesis via One‐Pot Multicomponent Reaction: Insights into their Photophysical Properties and Theoretical Calculations

ChemistrySelect
This study shows an effective approach for the synthesis of spirooxindole‐pyrans and bis‐spirooxindole‐pyrans derivatives using 5 mol % of [CMMIM][BF4] ionic liquid.
Venkatesan Kali, Barnali Maiti
semanticscholar   +1 more source

Diastereoselective Synthesis of Tetrabenzohydrofuran Spirooxindoles via Diethyl Phosphite-Mediated Coupling of Isatins with o-Quinone Methides.

Journal of Organic Chemistry, 2021
Diethyl phosphite-initiated coupling of isatins with o-quinone methides (o-QMs) is reported. This reaction involves a cascade transformation initiated by base-promoted addition of phosphite to isatins, followed by [1,2]-phospha-Brook rearrangement.
Xiyuan Zhang, Yanfeng Gao, Yitong Liu, Zhiwei Miao   +3 more
semanticscholar   +1 more source

Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles.

Organic Letters, 2021
An asymmetric [3+3] cyclization of nitroenynes and 3-pyrrolyloxindoles has been realized with a chiral bifunctional squaramide catalyst. This Michael/Friedel-Crafts cascade strategy provides a facile and efficient access to enantioenriched polycyclic aza-
Qijian Ni, Xuyang Wang, Danny Zeng, Qianling Wu, Xiaoxiao Song   +4 more
semanticscholar   +1 more source

ChemInform Abstract: Titanium‐Catalyzed Stereoselective Synthesis of Spirooxindole Oxazolines.

ChemInform, 2010
AbstractReaction of various isatins with 5‐methoxyoxazoles proceeds regioselectively and with high diastereoselectivity to afford spiro products (III) and (V).
James C. Fettinger, Annaliese K. Franz, Gary E. Arevalo, Joseph J. Badillo   +3 more
openaire   +4 more sources

Recent Advances in the Construction of Trifluoromethyl-Containing Spirooxindoles through Cycloaddition Reactions.

Chemistry - An Asian Journal, 2020
Spirooxindole unit is one of the most widely investigated compound skeletons existed in numerous natural and pharmaceutical molecules. Thus, a large number of synthetic methodologies have already been reported to construct such a core structure ...
Hou Gui, Yin Wei, M. Shi
semanticscholar   +1 more source

Synthesis of Spirooxindoles via the tert-Amino Effect

Organic Letters, 2017
A new method is developed for the synthesis of spirooxindoles from amines and isatins via C-H functionalization. The reaction leverages the tert-amino effect to form an enolate-iminium intermediate via [1,5]-hydride shift followed by cyclization. Interestingly the hydride migrates to the N atom of a C═N, which is atypical for hydride additions to ...
Kinthada Ramakumar, Tapan Maji, James J. Partridge, Jon A. Tunge   +3 more
openaire   +3 more sources