An organocatalytic domino annulation approach <i>via</i> C(sp<sup>2</sup>)–OMe cleavage to unlock the synthesis of pyranochromenones enabled by HFIP

Singh, Sanjay; Sharma, Pragya; Dutta, Sayantan; Vishwakarma, Rahul; Hazra, Chinmoy K.

doi:10.1039/d4cc01953a

Chem. Commun.

2024

DOI: 10.1039/d4cc01953a

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An organocatalytic domino annulation approach via C(sp²)–OMe cleavage to unlock the synthesis of pyranochromenones enabled by HFIP

Sanjay Singh,

Pragya Sharma,

Sayantan Dutta

et al.

Abstract: Fused pyranochromenone derivatives have extensive applications in medicinal chemistry.

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Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Vishwakarma,

Sharma,

Kumar Hazra

2024

Eur J Org Chem

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An efficient catalytic system employing TMS•OTf for the regioselective thiolation of electron‐rich arenes with sulfonyl hydrazides has been developed. The reaction occurs in a solvent mixture of dichloroethane and trifluoroethanol under mild conditions, with the addition of water. This method furnishes a range of para‐thio‐substituted arenes and 3‐sulfenyl‐indoles in good to excellent yields, marking a significant advancement in organic synthesis.

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Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Vishwakarma,

Sharma,

Kumar Hazra

2024

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

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An organocatalytic domino annulation approach via C(sp²)–OMe cleavage to unlock the synthesis of pyranochromenones enabled by HFIP

Abstract: Fused pyranochromenone derivatives have extensive applications in medicinal chemistry.

Cited by 1 publication

References 50 publications

Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

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An organocatalytic domino annulation approach via C(sp2)–OMe cleavage to unlock the synthesis of pyranochromenones enabled by HFIP

Abstract: Fused pyranochromenone derivatives have extensive applications in medicinal chemistry.

Cited by 1 publication

References 50 publications

Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

Lewis Acid‐Promoted C−H Chalcogenation of Arenes and Heteroarenes

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Product

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An organocatalytic domino annulation approach via C(sp²)–OMe cleavage to unlock the synthesis of pyranochromenones enabled by HFIP