Substitution controlled aryne insertion: synthesis of diarylmethane/chromones

Dhanaji, Jadhav Rahul; Samatha, P.; Raju, Silver; Mainkar, Prathama S.; Adepu, Raju; Chandrasekhar, S.

doi:10.1039/d2cc05992d

Chem. Commun.

2023

DOI: 10.1039/d2cc05992d

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Substitution controlled aryne insertion: synthesis of diarylmethane/chromones

Jadhav Rahul Dhanaji

P. Samatha

Silver Raju

et al.

Abstract: Aryne insertion reaction with 2-aroyl malonates/ cyanoesters lead to the formation of diarylmethane or chromones depending on the substitution on the aryne ring. Presence of electronegative atom at ortho position...

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Cited by 5 publications

References 35 publications

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Synthesis of Chromone‐3‐phosphonates via Arbuzov‐Type C−P Cross Coupling from o‐Hydroxyphenyl Enaminones and Phosphites

Cao,

Wan,

Liu

2024

Adv Synth Catal

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With an in situ C‐H iodination tactic, an applicable method for the synthesis of chromone‐3‐phosphonates has been developed with trialkyl/triaryl phosphites as the reaction partners of o‐hydroxyphenyl enaminones by palladium catalysis. The product formation consists of cascade C‐H iodination, chromone annulation, and Arbuzov‐type C‐P cross coupling as major transformations. In addition to providing an enaminone‐based synthetic method to chromone‐3‐phosphonates, the work is of advantage for the step economy by skipping the separate operation for preparing iodo‐functionalized chromone intermediate.

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Synthesis of Chromone‐3‐phosphonates via Arbuzov‐Type C−P Cross Coupling from o‐Hydroxyphenyl Enaminones and Phosphites

Cao,

Wan,

Liu

2024

Adv Synth Catal

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show abstract

Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C H functionalization and chromone annulation of enaminones

Zhou,

Liu

et al. 2024

Chinese Chemical Letters

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Practical Access to Fused Carbazoles via Oxidative Benzannulation and their Photophysical Properties

Rai,

Patil,

Kumari

et al. 2024

J. Org. Chem.

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Substitution controlled aryne insertion: synthesis of diarylmethane/chromones

Abstract: Aryne insertion reaction with 2-aroyl malonates/ cyanoesters lead to the formation of diarylmethane or chromones depending on the substitution on the aryne ring. Presence of electronegative atom at ortho position...

Cited by 5 publications

References 35 publications

Synthesis of Chromone‐3‐phosphonates via Arbuzov‐Type C−P Cross Coupling from o‐Hydroxyphenyl Enaminones and Phosphites

Synthesis of Chromone‐3‐phosphonates via Arbuzov‐Type C−P Cross Coupling from o‐Hydroxyphenyl Enaminones and Phosphites

Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C H functionalization and chromone annulation of enaminones

Practical Access to Fused Carbazoles via Oxidative Benzannulation and their Photophysical Properties

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