First example of FeCl3-catalyzed alkylation of indoles with pinenes

Yadav, J. S.; Reddy, B. V. Subba; Narasimhulu, G.; Reddy, N. Sivasankar; Reddy, Pedavenkatagari Narayana; Purnima, K.V.; Naresh, P.; Jagadeesh, B.

doi:10.1016/j.tetlet.2009.10.128

Cited by 15 publications

(3 citation statements)

References 36 publications

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“… ,, However, the inherent disadvantage of these homogeneous catalysts is that they are toxic and difficult to separate and regenerate. Therefore, in order to overcome these serious problems, the solid acid catalysts have been employed to develop the green chemical processes in the past decades. − Among them, zeolites exhibited extraordinary catalytic performances in the alkylation of aromatics because of good hydrothermal stability, high surface area, adjustable acidity, ion exchange capacity, and shape selectivity. − …”

Section: Introductionmentioning

confidence: 99%

Fabrication of Cu-Encapsulated Hierarchical MEL Zeolites for Alkylation of Mesitylene with Benzyl Alcohol

Huang

Liu

Liao

et al. 2019

Ind. Eng. Chem. Res.

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We reported a perfect strategy for the fabrication of Cu-encapsulated hierarchical MEL zeolites by a simple post-desilication−recrystallization strategy. The Cuencapsulated hierarchical MEL zeolites exhibited extraordinary selectivity in the liquid alkylation reaction of mesitylene and benzyl alcohol compared with hierarchical MEL zeolites, indicating that the additional Cu species located in the matrix of MEL zeolites can effectively inhibit self-etherification of benzyl alcohol. In addition, the selectivity of 2-benzyl-1,3,5trimethylbenzene for the Cu-containing hierarchical MEL zeolites was in the order of

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Section: Introductionmentioning

confidence: 99%

Fabrication of Cu-Encapsulated Hierarchical MEL Zeolites for Alkylation of Mesitylene with Benzyl Alcohol

Huang

Liu

Liao

et al. 2019

Ind. Eng. Chem. Res.

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“…This procedure was also applicable to unprotected indoles, and no bis-indoles were formed [Eq. (85)(86)]. (85) (86) Jagadeesh reported the first example of alkylation of indoles with αand β-pinenes, affording the C 3 -alkylated indoles in the presence of anhydrous FeCl 3 .…”

Section: -Alkylation Of Indolesmentioning

confidence: 99%

“…(85)(86)]. (85) (86) Jagadeesh reported the first example of alkylation of indoles with αand β-pinenes, affording the C 3 -alkylated indoles in the presence of anhydrous FeCl 3 . [85] This mild condition tolerated a variety of substrates, and the corresponding 3-alkylated indoles could be obtained with high trans-selectivity [Eq.…”

Section: -Alkylation Of Indolesmentioning

confidence: 99%

Recent Advances in Indole Synthesis and the Related Alkylation

Feng

Dong

2023

Asian J Org Chem

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The derivatives of indoles are very useful intermediates in pharmaceuticals and organic synthesis. The efficient synthesis of the indole blocks and related functionalizations, especially the alkylation of indoles are hot topics in recent years. This review will focus on the following two aspects: i) new developments for the synthesis of indoles which was catalyzed by transition metals, the alkylation of indoles, including the one on N1‐position, C2‐position, as well as C3‐position. 1. Introduction 2. Synthesis of indoles catalyzed by various metals 2.1. Synthesis of indoles by palladium catalysts 2.2. Synthesis of indoles by other metal catalysts 3. Alkylation of indoles 3.1. N1‐alkylation of indoles 3.2. C2‐alkylation of indoles 3.3. C3‐alkylation of indoles

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Organic Transformations Promoted by Lewis Acid Iron Catalysts

Vrancken¹,

Campagne²

2013

Patai's Chemistry of Functional Groups

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Iron salts of high oxidation states, Fe(II) and Fe(III), possess strong Lewis acid properties and are able to activate a wide range of functionalities. These properties, associated with low toxicity, abundance, low price together with more practical aspects, are witnessed by the blossoming of this field in the last few years. Beyond traditional activation of CX and CX bonds, more recent applications involving the generation of iron enolates and oxocarbeniums species, and the activation of CC and CC bonds are surveyed. A special emphasis is given to successive electrophilic and/or nucleophilic activations of different functionalities, which allow domino and one‐pot processes.

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First example of FeCl3-catalyzed alkylation of indoles with pinenes

Cited by 15 publications

References 36 publications

Fabrication of Cu-Encapsulated Hierarchical MEL Zeolites for Alkylation of Mesitylene with Benzyl Alcohol

Fabrication of Cu-Encapsulated Hierarchical MEL Zeolites for Alkylation of Mesitylene with Benzyl Alcohol

Recent Advances in Indole Synthesis and the Related Alkylation

Organic Transformations Promoted by Lewis Acid Iron Catalysts

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