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 Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis.

Literature DB >> 28742333

Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis.

Faben A Cruz¹, Yamin Zhu^2,1, Quentin D Tercenio¹, Zengming Shen², Vy M Dong¹.

Abstract

We report an enantioselective coupling between alkynes and indoles. A Rh-hydride catalyst isomerizes alkynes to generate a metal-allyl species that can be trapped with both aromatic and heteroaromatic nucleophiles.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2017 PMID： 28742333 PMCID： PMC6824589 DOI： 10.1021/jacs.7b05893

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

59 in total

1. Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions.

Authors: Tamio Hayashi; Kaori Yamasaki
Journal: Chem Rev Date: 2003-08 Impact factor: 60.622

Review 2. Catalytic asymmetric conjugate addition and allylic alkylation with Grignard reagents.

Authors: Syuzanna R Harutyunyan; Tim den Hartog; Koen Geurts; Adriaan J Minnaard; Ben L Feringa
Journal: Chem Rev Date: 2008-08 Impact factor: 60.622

3. The atom economy--a search for synthetic efficiency.

Authors: B M Trost
Journal: Science Date: 1991-12-06 Impact factor: 47.728

4. Diastereodivergent Reverse Prenylation of Indole and Tryptophan Derivatives: Total Synthesis of Amauromine, Novoamauromine, and epi-Amauromine.

Authors: Jonas M Müller; Christian B W Stark
Journal: Angew Chem Int Ed Engl Date: 2016-03-11 Impact factor: 15.336

5. Enantioselective ruthenium-catalyzed carbonyl allylation via alkyne-alcohol C-C bond-forming transfer hydrogenation: allene hydrometalation vs oxidative coupling.

Authors: Tao Liang; Khoa D Nguyen; Wandi Zhang; Michael J Krische
Journal: J Am Chem Soc Date: 2015-03-03 Impact factor: 15.419

6. Palladium-catalyzed synthesis of N-tert-prenylindoles.

Authors: Kirsten F Johnson; Ryan Van Zeeland; Levi M Stanley
Journal: Org Lett Date: 2013-05-28 Impact factor: 6.005

7. Branching Out: Rhodium-Catalyzed Allylation with Alkynes and Allenes.

Authors: Philipp Koschker; Bernhard Breit
Journal: Acc Chem Res Date: 2016-07-25 Impact factor: 22.384

8. Regioconvergent and Enantioselective Rhodium-Catalyzed Hydroamination of Internal and Terminal Alkynes: A Highly Flexible Access to Chiral Pyrazoles.

Authors: Alexander M Haydl; Lukas J Hilpert; Bernhard Breit
Journal: Chemistry Date: 2016-04-01 Impact factor: 5.236

9. Iridium-catalyzed enantioselective polyene cyclization.

Authors: Michael A Schafroth; David Sarlah; Simon Krautwald; Erick M Carreira
Journal: J Am Chem Soc Date: 2012-12-11 Impact factor: 15.419

10. Gold-catalyzed sequential alkyne activation: one-pot synthesis of NH-carbazoles via cascade hydroarylation of alkyne/6-endo-dig carbocyclization reactions.

Authors: Srinivas Samala; Anil K Mandadapu; Mohammad Saifuddin; Bijoy Kundu
Journal: J Org Chem Date: 2013-06-21 Impact factor: 4.354

13 in total

Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis.

1. Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions.

Review 2. Catalytic asymmetric conjugate addition and allylic alkylation with Grignard reagents.

3. The atom economy--a search for synthetic efficiency.

4. Diastereodivergent Reverse Prenylation of Indole and Tryptophan Derivatives: Total Synthesis of Amauromine, Novoamauromine, and epi-Amauromine.

5. Enantioselective ruthenium-catalyzed carbonyl allylation via alkyne-alcohol C-C bond-forming transfer hydrogenation: allene hydrometalation vs oxidative coupling.

6. Palladium-catalyzed synthesis of N-tert-prenylindoles.

7. Branching Out: Rhodium-Catalyzed Allylation with Alkynes and Allenes.

8. Regioconvergent and Enantioselective Rhodium-Catalyzed Hydroamination of Internal and Terminal Alkynes: A Highly Flexible Access to Chiral Pyrazoles.

9. Iridium-catalyzed enantioselective polyene cyclization.

10. Gold-catalyzed sequential alkyne activation: one-pot synthesis of NH-carbazoles via cascade hydroarylation of alkyne/6-endo-dig carbocyclization reactions.

1. Stereodivergent Allylation of Azaaryl Acetamides and Acetates by Synergistic Iridium and Copper Catalysis.

2. CuH-Catalyzed Enantioselective Alkylation of Indole Derivatives with Ligand-Controlled Regiodivergence.

3. Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.

4. Enantioselective Addition of α-Nitroesters to Alkynes.

5. Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.

6. Catalytic vinylogous cross-coupling reactions of rhenium vinylcarbenoids.

7. Catalytic asymmetric synthesis of geminal-dicarboxylates.

8. A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes.

9. Enantioselective Addition of Pyrazoles to Dienes*.

10. Rhodium-catalyzed asymmetric hydroamination and hydroindolation of keto-vinylidenecyclopropanes.