A Regioselective, One-Pot, Transition-Metal-Free α-Alkylation of Quinone Monoacetals for Various Organic Transformations DOI
Pragya Sharma, Rahul Vishwakarma,

Riya Rakheja

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9682 - 9688

Published: Nov. 5, 2024

Regioselective reactions of biologically significant quinones are challenging. An unprecedented advancement in quinone monoacetal (QMA) chemistry is proposed for constructing regioselective and less explored α-alkylated QMAs through the Morita–Baylis–Hillman (MBH) reaction. Electrophilic were transformed to nucleophilic umpolung reagents aldol-type condensation with several electrophiles. Mechanistic studies reveal that solvent (TFE:water (1:1)) situ-generated potassium acetate accelerate The ensuing MBH adducts scalable underwent post-synthetic transformations late-stage functionalization.

Language: Английский

An organocatalytic domino annulation approach via C(sp2)–OMe cleavage to unlock the synthesis of pyranochromenones enabled by HFIP DOI
Sanjay Singh, Pragya Sharma,

Sayantan Dutta

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(56), P. 7200 - 7203

Published: Jan. 1, 2024

Fused pyranochromenone derivatives have extensive applications in medicinal chemistry.

Language: Английский

Citations

2
Lewis acid‐promoted C–H Chalcogenation of Arenes and Heteroarenes DOI
Rahul Vishwakarma, Pragya Sharma, Chinmoy Kumar Hazra

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 16, 2024

Abstract 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 dichloroethane and trifluoroethanol under mild conditions, addition water. This method furnishes range para ‐thio‐substituted 3‐sulfenyl‐indoles good to excellent yields, marking significant advancement organic synthesis.

Language: Английский

Citations

2
A Regioselective, One-Pot, Transition-Metal-Free α-Alkylation of Quinone Monoacetals for Various Organic Transformations DOI
Pragya Sharma, Rahul Vishwakarma,

Riya Rakheja

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9682 - 9688

Published: Nov. 5, 2024

Regioselective reactions of biologically significant quinones are challenging. An unprecedented advancement in quinone monoacetal (QMA) chemistry is proposed for constructing regioselective and less explored α-alkylated QMAs through the Morita–Baylis–Hillman (MBH) reaction. Electrophilic were transformed to nucleophilic umpolung reagents aldol-type condensation with several electrophiles. Mechanistic studies reveal that solvent (TFE:water (1:1)) situ-generated potassium acetate accelerate The ensuing MBH adducts scalable underwent post-synthetic transformations late-stage functionalization.

Language: Английский

Citations

0