Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Pyridinyl directed alkenylation with olefins via Rh(III)-catalyzed C-C bond cleavage of secondary arylmethanols.

Literature DB >> 21875139

Pyridinyl directed alkenylation with olefins via Rh(III)-catalyzed C-C bond cleavage of secondary arylmethanols.

Hu Li¹, Yang Li, Xi-Sha Zhang, Kang Chen, Xin Wang, Zhang-Jie Shi.

Abstract

Novel C-C bond cleavage of secondary alcohols through Rh(III)-catalyzed β-carbon elimination directed by a pyridinyl group is reported. A five-membered rhodacycle is proposed as a key intermediate, which undergoes further alkenylation with various olefins. This novel transformation shows high efficiency along with excellent selectivity in mild conditions. A wide range of functionalities are compatible. This study offers a new strategy to carry out C-C bond activation.

Entities: Chemical

Year: 2011 PMID： 21875139 DOI： 10.1021/ja205228y

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

Keyword Cloud
Cited

16 in total

1. Umpolung α-Silylation of Cyclopropyl Acetates via Low-Temperature Catalytic C-C Activation.

Authors: Thirupataiah Avullala; Parham Asgari; Yuanda Hua; Apparao Bokka; Shawn G Ridlen; Kyungsuk Yum; H V Rasika Dias; Junha Jeon
Journal: ACS Catal Date: 2018-12-03 Impact factor: 13.084

2. Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

Authors: Rong Zeng; Guangbin Dong
Journal: J Am Chem Soc Date: 2015-01-15 Impact factor: 15.419

3. Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes.

Authors: Yajing Lian; Robert G Bergman; Jonathan A Ellman
Journal: Chem Sci Date: 2012-08-02 Impact factor: 9.825

Review 4. C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.

Authors: Daniel S Brandes; Jonathan A Ellman
Journal: Chem Soc Rev Date: 2022-08-01 Impact factor: 60.615

5. Efficient Benzimidazolidinone Synthesis via Rhodium-Catalyzed Double-Decarbonylative C-C Activation/Cycloaddition between Isatins and Isocyanates.

Authors: Rong Zeng; Peng-Hao Chen; Guangbin Dong
Journal: ACS Catal Date: 2015-12-30 Impact factor: 13.084

Pyridinyl directed alkenylation with olefins via Rh(III)-catalyzed C-C bond cleavage of secondary arylmethanols.

1. Umpolung α-Silylation of Cyclopropyl Acetates via Low-Temperature Catalytic C-C Activation.

2. Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

3. Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes.

Review 4. C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.

5. Efficient Benzimidazolidinone Synthesis via Rhodium-Catalyzed Double-Decarbonylative C-C Activation/Cycloaddition between Isatins and Isocyanates.

6. Rhodium(III)-catalyzed alkenyl C-H bond functionalization: convergent synthesis of furans and pyrroles.

7. RECENT SYNTHETIC DEVELOPMENTS AND APPLICATIONS OF THE ULLMANN REACTION. A REVIEW.

8. Ruthenium-Catalyzed Reductive Cleavage of Unstrained Aryl-Aryl Bonds: Reaction Development and Mechanistic Study.

9. Direct activation of relatively unstrained carbon-carbon bonds in homogeneous systems.

10. Synthesis of thioethers, arenes and arylated benzoxazoles by transformation of the C(aryl)-C bond of aryl alcohols.