Synthesis of 3-aminoquinolines from α-imino rhodium carbenes and 2-aminobenzaldehydes DOI
Jiani Li, Jing Feng, Tao Chen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(29), P. 5935 - 5938

Published: Jan. 1, 2023

A facile and efficient synthetic method for 3-aminoquinolines has been reported. The straightforward process starts from easily available triazoles 2-aminobenzaldehydes. Low catalyst loading good functional group compatibility are the other two merits of this transformation. Easy decoration 3-aminoquinoline motifs enabled convenient synthesis bioactive molecules, demonstrating potential protocol in organic synthesis.

Language: Английский

Stereoselective Synthesis of Polysubstituted Conjugated Dienes Enabled by Photo‐Driven Sequential Sigmatropic Rearrangement DOI
Xin Ji, Chaoren Shen,

Yuhao Ni

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(24)

Published: April 8, 2024

We here reported a highly stereoselective method for the synthesis of polysubstituted conjugated dienes from α-aryl α-diazo alkynyl ketones and pyrazole-substituted unsymmetric aminals under mild conditions, which was promoted by photo-irridation involved with 1,6-dipolar intermediate quadruple sigmatropic rearrangements, successfully developed. In this transformation, cleavage four bonds recombination five were implemented in one operational step. This protocol provided modular tool constructing amines, pyrazoles α-alkynyl-α-diazoketones one-pot manner. The results mechanistic investigation indicated that plausible reaction path underwent 1,6-sigmatropic rearrangement instead 1,5-sigmatropic rearrangement.

Language: Английский

Citations

6
Carbene-catalyzed enantioselective seleno-Michael addition as access to antimicrobial active Se-containing heterocycles DOI

Hongyan Long,

Sha Zhao,

Chunyan Jian

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(7), P. 2199 - 2205

Published: May 28, 2024

Language: Английский

Citations

6
Stereoselective Synthesis of Polysubstituted Conjugated Dienes Enabled by Photo‐Driven Sequential Sigmatropic Rearrangement DOI
Xin Ji, Chaoren Shen,

Yuhao Ni

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(24)

Published: April 8, 2024

Abstract We here reported a highly stereoselective method for the synthesis of polysubstituted conjugated dienes from α‐aryl α‐diazo alkynyl ketones and pyrazole‐substituted unsymmetric aminals under mild conditions, which was promoted by photo‐irridation involved with 1,6‐dipolar intermediate quadruple sigmatropic rearrangements, successfully developed. In this transformation, cleavage four bonds recombination five were implemented in one operational step. This protocol provided modular tool constructing amines, pyrazoles α‐alkynyl‐α‐diazoketones one‐pot manner. The results mechanistic investigation indicated that plausible reaction path underwent 1,6‐sigmatropic rearrangement instead 1,5‐sigmatropic rearrangement.

Language: Английский

Citations

0
Modular Synthesis of Tetrasubstituted Vinyl Sulfides via One-Pot Sequential Carbene Transfer Reaction from Thiols with α-Diazo Carbonyl Compounds DOI
Juncai Ma, Xun-Shen Liu,

Xinyu Huang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 11003 - 11008

Published: July 17, 2024

We present a one-pot reaction that offers an efficient approach to synthesizing tetrasubstituted vinyl sulfides with high stereoselectivity. This method involves the sequential Wolff rearrangement, ylide formation, and [1,4]-aryl transfer by utilizing aryl alkyl thiols α-diazo carbonyl compounds as substrates. Notably, this features commercially available materials, straightforward operation, atom economy, broad substrate scope. Moreover, primary photophysical properties (aggregation-induced emission effect) of products were also investigated, which might be useful in functional materials via structural modification.

Language: Английский

Citations

0
Synthesis of 3-aminoquinolines from α-imino rhodium carbenes and 2-aminobenzaldehydes DOI
Jiani Li, Jing Feng, Tao Chen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(29), P. 5935 - 5938

Published: Jan. 1, 2023

A facile and efficient synthetic method for 3-aminoquinolines has been reported. The straightforward process starts from easily available triazoles 2-aminobenzaldehydes. Low catalyst loading good functional group compatibility are the other two merits of this transformation. Easy decoration 3-aminoquinoline motifs enabled convenient synthesis bioactive molecules, demonstrating potential protocol in organic synthesis.

Language: Английский

Citations

0