Electrochemical Oxidative C−H Sulfonylation of Anilines

Lu, Fangling; Li, Jun; Wang, Tao; Li, Zhen; Jiang, Minbao; Hu, Xingxing; Pei, Hongqiao; Yuan, Fuqing; Lu, Lijun; Lei, Aiwen

doi:10.1002/ajoc.201900447

Cited by 43 publications

(23 citation statements)

References 104 publications

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“…Here, we can mention only a few theoretical works devoted to structural, electronic and CT properties of DPP with thiophene [35][36][37][38][39][40][41] or furan flanks. [39][40][41] As an auxiliary method, the modeling usually supports the experiment with a "standard analysis" of conjugated backbones such as ground state geometries, [42][43][44] frontier molecular orbitals, [45] optical and electronic band gaps, [46] torsion potentials, [39] and less often excited states. [40,46] For instance, Wang et al [40] have investigated a series of conjugated dyes based on DPP with different aromatic flanks using density functional theory (DFT) and timedependent-DFT to evaluate the properties and to improve the solar cell performance of the materials under study.…”

Section: Introductionmentioning

confidence: 99%

A comparative analysis of symmetric diketopyrrolopyrrole‐cored small conjugated molecules with aromatic flanks: From geometry to charge transport

et al. 2018

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Diketopyrrolopyrrole (DPP) derivatives are promising compounds for application in organic electronics. Here, we investigate several symmetrical N‐unsubstituted and N‐methyl substituted DPPs which differ in the heteroatom in the aromatic flanks. The conformational, electronic, and optical properties are characterized for single molecules in vacuum or a solvent. The intermolecular interactions are evaluated for interacting dimers. Here, a number of stacking geometries is tested, and dimers with mutual orientation of the molecules corresponding to the minimal binding energies are determined. The predicted charge carrier mobilities for stacks having minimal binding energies corroborate experimentally measured values. We conclude that DFT prediction of such stacks is a promising and computationally inexpensive approach to a rough estimation of transport properties. Additionally, the super‐cell of the experimentally resolved crystal structure is used to study the dynamics and to compute the charge transport along the hopping pathways. We discuss obtained high mobilities and relate them to the symmetry of DPP core. © 2018 Wiley Periodicals, Inc.

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Section: Introductionmentioning

confidence: 99%

A comparative analysis of symmetric diketopyrrolopyrrole‐cored small conjugated molecules with aromatic flanks: From geometry to charge transport

et al. 2018

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“…In the same year, similar reactions were also presented by Lei group (Scheme 44). [54] A Pd(II)-catalyzed sulfonylation of benzylamines with sodium sulfinates using a removable bidentate directing group was illustrated by Samanta group. [55] The mechanistic study showed that radical species were involved in this reaction.…”

Section: Sulfonylation With Arenesmentioning

confidence: 99%

Recent Progress in Sulfonylation via Radical Reaction with Sodium Sulfinates, Sulfinic Acids, Sulfonyl Chlorides or Sulfonyl Hydrazides

et al. 2020

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Sodium sulfinates, sulfinic acids, sulfonyl chlorides and sulfonyl hydrazides as readily available and efficient sulfonylation reagents have been extensively explored in recent years. Sulfonyl radical can be generated from these sulfonyl reagents via different methods, then the sulfonyl radical could react with various substrates via different pathways to afford the corresponding products. In this review, we will summarize the progress in sulfonylation via radical reaction using sodium sulfinates, sulfinic acids, sulfonyl chlorides and sulfonyl hydrazides in recent three years. In terms of the different sulfonylation reagents, we classify these sulfonylation reactions into four types: 1.

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“…This approach was applied by Li and co‐workers who reported a two‐step five‐component reaction to synthesize biaryl substituted pyranopyrazoles 116 (28%–92%) that involved combining of aryl boronic acids 114 and 4‐bromobenzaldehyde 115 followed by four‐component condensation with ethyl 3‐oxobutanoate 22 , hydrazine monohydrate 21 and propanedinitrile 23 using Pd/C as catalyst and KF·2H 2 O as base (Scheme 24). [ 95 ]…”

Section: Review Of the Literaturementioning

confidence: 99%

Synthesis of pyrano[2,3‐c]pyrazoles: A review

Sikandar

Zahoor

2020

Journal of Heterocyclic Chem

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One‐pot synthesis of pyrano[2,3‐c]pyrazole derivatives via two or multicomponent condensation of β‐ketoesters, hydrazine monohydrate/phenyl hydrazine, malononitrile, and substituted benzaldehydes is of great interest not only in synthetic chemistry but also in medicinal chemistry because of the tremendous biological activities, such as anticancer, anti‐inflammatory, analgesic, antimicrobial, and enzyme inhibitory activities exhibited by pyranopyrazoles. This review provides extensive knowledge on novel synthetic methodologies of biologically active non‐spiro/spiro‐pyrano[2,3‐c]pyrazole derivatives published recently.

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Electrochemical Oxidative C−H Sulfonylation of Anilines

Cited by 43 publications

References 104 publications

A comparative analysis of symmetric diketopyrrolopyrrole‐cored small conjugated molecules with aromatic flanks: From geometry to charge transport

A comparative analysis of symmetric diketopyrrolopyrrole‐cored small conjugated molecules with aromatic flanks: From geometry to charge transport

Recent Progress in Sulfonylation via Radical Reaction with Sodium Sulfinates, Sulfinic Acids, Sulfonyl Chlorides or Sulfonyl Hydrazides

Synthesis of pyrano[2,3‐c]pyrazoles: A review

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