- β-Cyclodextrin catalysed C-C bond formation via C(sp3)-H functionalization of 2-methyl azaarenes with diones in aqueous medium
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The first β-cyclodextrin catalysed C(sp3)-H functionalization of 2-alkyl-azaarenes with homocyclic as well as heterocyclic diones in water has been developed. This biomimetic catalyst oriented methodology provides a sustainable and green protocol for C-H functionalization, an area mainly dominated by transition metals. This journal is
- Kumar, Atul,Dutt Shukla, Ratnakar
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- C(sp3)-H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes
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Alkaline earth (Ca2+) catalyzed sp3 C-H functionalization of methyl azaarenes for the synthesis of biologically important (E)-2-styryl azaarenes, 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones has been described. Initially methyl azaarenes react with aryl aldehydes to give β-hydroxy derivatives, which undergo Ca(II) catalyzed thermodynamic elimination to give the styryl azaarenes in a single step. Similarly it may undergo SN1 reaction to give 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones (if isatin used as the electrophile). This green synthetic methodology enjoys the simple reaction procedures, solvent free conditions, step economy, substrate diversity and high yields of the products in short time.
- Yaragorla, Srinivasarao,Singh, Garima,Dada, Ravikrishna
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supporting information
p. 5924 - 5929
(2015/11/02)
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- A simple and sustainable tetrabutylammonium fluoride (TBAF)-catalyzed synthesis of azaarene-substituted 3-hydroxy-2-oxindoles through sp3 C-H functionalization
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A green, practical, and metal-free protocol for direct addition of α-and γ-alkylazaarenes to isatins has been developed via sp 3 C-H functionalization in water under controlled microwave radiation. This methodology provides a mild and fast rout
- Kumari, Kumkum,Allam, Bharat Kumar,Singh, Krishna Nand
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p. 19789 - 19793
(2014/05/20)
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- A novel and efficient synthesis of azaarene-substituted 3-hydroxy-2-oxindoles via sp3 C-H functionalization of 2-methyl azaarenes and (2-azaaryl)methanes over a heterogeneous, reusable silica-supported dodecatungstophosphoric acid catalyst
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A novel and efficient protocol has been developed for the synthesis of azaarene-substituted 3-hydroxy-2-oxindoles via sp3 C-H functionalization of 2-methyl azaarenes and (2-azaaryl)methanes with isatin in good to excellent yield. This is the fi
- Mulla, Shafeek A. R.,Pathan, Mohsinkhan Y.,Chavan, Santosh S.
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p. 20281 - 20286
(2013/11/06)
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- Microwave assisted catalyst-free synthesis of azaarene-substituted 3-hydroxy-2-oxindoles by the functionalization of sp3 C-H bond in methyl pyridine
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A highly efficient synthesis of azaarene-substituted 3-hydroxy-2-oxindoles in catalyst-free conditions is described by the reaction of 2-methyl pyridines with isatins under microwave irradiation in aqueous medium. Simple reaction conditions, high yields o
- Meshram,Nageswara Rao,Chandrasekhara Rao,Satish Kumar
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experimental part
p. 3963 - 3966
(2012/08/14)
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