Synthesis of Heterocycles Using Polymer-Supported Reagents under Microwave Irradiation

Crosignani, Stefano; Linclau, Bruno

doi:10.1007/7081_009

Cited by 11 publications

(3 citation statements)

References 92 publications

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“…A variety of secondary alkyl and aryl amines 14 was employed in this transformation, affording the corresponding products within short (5 min) reaction times. Although, a threefold excess of CuI/alumina was required to achieve high levels of conversion, this solid-supported [85][86][87][88] promoter can be recycled without a noticeable loss of its catalytic activity. In addition, employment of the bidentate secondary amines, for instance piperazine, allows a double-Mannich/cyclization reaction, providing bis (benzofuranyl)-containing derivatives.…”

Section: Benzofuransmentioning

confidence: 99%

Transition Metal‐Catalyzed Synthesis of Fused Five‐Membered Aromatic Heterocycles

Dudnik¹,

Gevorgyan²

2010

Catalyzed Carbon‐Heteroatom Bond Formation

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Section: Benzofuransmentioning

confidence: 99%

Transition Metal‐Catalyzed Synthesis of Fused Five‐Membered Aromatic Heterocycles

Dudnik¹,

Gevorgyan²

2010

Catalyzed Carbon‐Heteroatom Bond Formation

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“…[274]. Thus, 3-acylpyrroles 237, differently substituted at the N1-site, were obtained in generally high yields and within short reaction times using microwave irradiation [275][276][277][278][279]. This methodology was successfully applied to the synthesis of N-bridgehead pyrroles 239 (Scheme 8.88) [280].…”

Section: Synthesis Of Pyrroles Via Cycloisomerization Reactionsmentioning

confidence: 99%

Transition Metal‐Catalyzed Synthesis of Monocyclic Five‐Membered Aromatic Heterocycles

Dudnik

Gevorgyan

2010

Catalyzed Carbon‐Heteroatom Bond Formation

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Aromatic heterocycles, particularly furans and pyrroles, are structural motifs found in a vast number of biologically active natural and artificial compounds [1][2][3]. Other examples of practical applications of furans and pyrroles include dyes, polymers, and electronic materials [4]. Moreover, these heterocycles are employed as important intermediates in organic synthesis [5][6][7][8][9]. The successful application of furans and pyrroles in these and many other ways and their significance in applied and fundamental areas have placed them at the forefront of contemporary organic chemistry. A variety of methodologies and different protocols for their synthesis have been reported [1-3, 10-23] and become well established throughout decades. Among the variety of novel approaches for the synthesis of furans and pyrroles, transition metal-catalyzed transformations are arguably the most attractive methodologies . Several excellent reviews on the transition metal-catalyzed synthesis of monocyclic five-membered heterocycles have been published in the literature. Many of them were categorized by either the metal or the type of transformation. This chapter covers transition metal-catalyzed syntheses of furans and pyrroles. The main organization of this chapter is based on a heterocycle, wherein syntheses of a particular core are structured by the type of transformation and substrates engaged. Herein, we have tried to discuss equally the synthetic applicability of a method and mechanistic aspects and concepts implicated in the described transformations. A discussion of the mechanisms is given when needed to provide an idea about possible reaction pathways and the nature of the elementary processes involved in the catalytic transformation. It should be noted that the most essential and general catalytic reactions, as well as recent and conceptionally interesting transformations, are discussed in more detail in this chapter. Syntheses of furans and pyrroles via functionalization of the preexisting heterocyclic cores [37,[52][53][54][55][56][57][58][59][60] are not covered and, therefore, only reactions in which assembly of a heterocyclic ring occurs are described. In addition, the Pd-catalyzed synthesis of heterocycles is not covered herein, as this topic is covered in Chapter 6.

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“…1,3-Diketones are stable and widely available reagents in organic chemistry. [7] They usually served as useful building diverse heterocycles, [8] such as 2H-pyrans, [9] indoles, [10] blocks in organic synthesis, especially in the construction of pyridines, [11] and so on. In addition, 1,3- 1,3-diketones, which are used to prepare various organofluorine compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of α,α,γ,γ-Tetrafluoro-β-hydroxy Ketones and α-Fluoroacetophenones via 1,3-Diaryl-1,3-diketones

Bao¹,

Wei²,

Sheng³

2020

Chin. J. Org. Chem.

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Tetrafluoro-β-hydroxy ketones and α-fluoroacetophenones are widely used in the fields of organic chemistry, agrochemicals, and pharmaceuticals. A mild and excellent method to synthesize α,α,γ,γ-tetrafluoro-β-hydroxy ketones and α-fluoroacetophenones via various 1,3-diaryl-1,3-diketones has been developed. With the modification of reaction conditions, two different products could be obtained in moderate to good yields, respectively.

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Synthesis of Heterocycles Using Polymer-Supported Reagents under Microwave Irradiation

Cited by 11 publications

References 92 publications

Transition Metal‐Catalyzed Synthesis of Fused Five‐Membered Aromatic Heterocycles

Transition Metal‐Catalyzed Synthesis of Fused Five‐Membered Aromatic Heterocycles

Transition Metal‐Catalyzed Synthesis of Monocyclic Five‐Membered Aromatic Heterocycles

Synthesis of α,α,γ,γ-Tetrafluoro-β-hydroxy Ketones and α-Fluoroacetophenones via 1,3-Diaryl-1,3-diketones

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