(Diacetoxyiodo)benzene mediated metal-free C(sp2)-H phenylselenation of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles using diphenyl diselenide

Opai, Imran A.; Shirsath, Prakash D.; Kalbandhe, Amit H.; Karade, Nandkishor N.

doi:10.24820/ark.5550190.p011.579

Cited by 3 publications

(2 citation statements)

References 19 publications

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“…Numerous aryl-Se-heteroaryl compounds that are unsymmetrical exhibit a variety of pharmacological traits, including anticancer, antioxidant, anti-proliferative, antibacterial, and anticholinesterase actions. Diphenyl diselenide was used by Karade et al to enable metal-free (diacetoxy)iodobenzene-mediated C(sp 2 )-H phenylselenation of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles (33) in the presence of PIDA [19]. The imidazoheterocycle phenyl selenation product (34) of this procedure demonstrated broad substrate scope, good to outstanding yields, and rapid reaction times (Scheme 5).…”

Section: C-se Bond Formationmentioning

confidence: 99%

Phenyliodine(III)diacetate (PIDA): Applications in Organic Synthesis

2022

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One of the hypervalent iodines most widely used as an oxidizing agent in organic chemistry is (diacetoxyiodo)benzene (PhI(OAc)2), also known as (DAIB), phenyliodine(III) diacetate (PIDA). In this septennial mini-review, the authors have concisely and systematically presented representative applications of PIDA in organic synthesis involving C-H functionalization, hetero-hetero bond formations, heterocyclic ring construction, rearrangements or migrations and miscellaneous reactions along with their interesting mechanistic aspects starting from the summer of 2015 to the present.

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Section: C-se Bond Formationmentioning

confidence: 99%

Phenyliodine(III)diacetate (PIDA): Applications in Organic Synthesis

2022

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“…Specific topics of these papers include the following: theoretical and computational studies of HI compounds, [2][3][4] structural studies, 5 development of new synthetic approaches to HI reagents, [6][7][8][9] photochemical reactions involving HI chemistry, 10,11 industrial applications of hypervalent polyiodides, 12 and numerous synthetic applications of HI reagents. [13][14][15][16][17][18][19][20] Part 3 of the HI series will be published in 2022 covering all topics of iodine chemistry involving hypervalent species and halogen bonding.…”

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confidence: 99%

Introduction to hypervalent iodine chemistry. Part 3

Zhdankin¹

2022

Arkivoc

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This special issue of Arkivoc is for "Hypervalent Iodine Chemistry"This short overview provides a brief introduction to Part 3 of the Arkivoc series of issues on Hypervalent Iodine (HI) Chemistry. A summary of topics covered in the 2020 and 2021 HI issues of Arkivoc is provided and recent literature reviews on Hypervalent Iodine Chemistry are referenced. Hypervalent iodine reagents and catalysts are intensively used in modern organic chemistry as mild, environmentally safe, and economical alternative to heavy metal reagents.

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Electrophilic Chalcogen-containing Reagents

Rafique

Azeredo

Saba

2023

Chalcogen Chemistry: Fundamentals and Applications

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The design and synthesis of organochalcogen compounds (S, Se, Te) have attracted considerable attention from the scientific community due to their diverse applications in biological, chemical, and material science. Among the different strategies to access the C − Chalcogen bond, the use of electrophilic organochalcogen species is prominent. In this regard, the current chapter will highlight recent advances in the formation of C − Chalcogen bonds via electrophilic organochalcogen species. In addition, the use of bench stable electrophilic organochalcogen species as well as in situ generation and their uses are covered in this chapter.

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(Diacetoxyiodo)benzene mediated metal-free C(sp2)-H phenylselenation of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles using diphenyl diselenide

Cited by 3 publications

References 19 publications

Phenyliodine(III)diacetate (PIDA): Applications in Organic Synthesis

Phenyliodine(III)diacetate (PIDA): Applications in Organic Synthesis

Introduction to hypervalent iodine chemistry. Part 3

Electrophilic Chalcogen-containing Reagents

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