Electrochemical Selenocyclization of N-(2-Alkyle)Anilines: Access to 3-Selenylquinolines DOI
Fanghua Ji,

Longqiang Zhao,

Huimin Li

et al.

Published: Jan. 1, 2024

Language: Английский

Rh(III)-Catalyzed Atroposelective C–H Selenylation of 1-Aryl Isoquinolines DOI

Dong‐Song Zheng,

Pei‐Pei Xie,

Fangnuo Zhao

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(8), P. 6009 - 6015

Published: April 5, 2024

Rhodium(III)-catalyzed atroposelective C–H selenylation of 1-aryl isoquinolines has been achieved. The direct reaction between and 2-(phenylselanyl)isoindoline-1,3-dione in the presence chiral SCpRh(III) complex afforded a series axially isoquinoline selenides up to 95% yield 96% ee. features mild conditions broad substrate scope. DFT calculations revealed that C–Se bond formation step proceeds through formal SN2 pathway.

Language: Английский

Citations

12
Copper‐Mediated Cross‐Dehydrogenative Coupling Reaction of Pyrrole and Indole Derivatives with Thiols DOI
Wenbo Ma, Yue Xu,

Qilin Gu

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(8)

Published: Jan. 16, 2024

Abstract A copper‐mediated C(sp 2 )−H thiolation of pyrrole and indole derivatives with commercially available thiols utilizing a removable monodentate directing group is described. This protocol tolerated broad range functional groups provided the thiolated products in 40 %–97 % yields. Furthermore, synthetic utility this was demonstrated by late‐stage functionalization bioactive tryptophan peptide. Preliminary mechanistic studies indicated that Cu(II)/Cu(III) reaction model most likely to be involved C−H thiolation.

Language: Английский

Citations

0
Electrochemical Selenocyclization of N-Alkyl anilines: Access to 3-Selenyl quinolines DOI

Longqiang Zhao,

Huimin Li,

Mengyu Peng

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134257 - 134257

Published: Sept. 1, 2024

Language: Английский

Citations

0
Palladium‐Catalyzed C3‐Carbaldehyde Directed Regioselective C2‐Thioarylation of Indoles DOI

Sandip Kumar Gupta,

Niranjan Panda

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(11)

Published: April 5, 2024

Palladium-catalyzed thioarylation of indoles by diaryl disulfides in the presence phenyliododiacetate is reported. The directing potential weakly coordinating aldehyde group present at 3-position indole was exploited for regioselective C2-H over possible C4-H functionalization. Mechanistic studies reveal that process involves initial generation thioaryl radical followed sequential C-H activation, thiolate transfer, and reductive elimination.

Language: Английский

Citations

0
Electrochemical Selenocyclization of N-(2-Alkyle)Anilines: Access to 3-Selenylquinolines DOI
Fanghua Ji,

Longqiang Zhao,

Huimin Li

et al.

Published: Jan. 1, 2024

Language: Английский

Citations

0