Convenient synthesis of 2-amino-3-(arylthio)indoles via the Rh-catalyzed reaction of 3-diazoindol-2-imines with thioesters

Literature Information

Publication Date 2017-12-12
DOI 10.1039/C7OB02597A
Impact Factor 3.876
Authors

Fanghui Ma, Jing Qian, Ping Lu, Yanguang Wang


View Original

Abstract

2-Amino-3-(arylthio)indoles were conveniently synthesized via the Rh(II)-catalyzed C–S/N–C coupling reaction between 3-diazoindol-2-imines and thioesters. The products could be further oxidized to 2-amino-3-(arylsulfonyl)indoles by m-chloroperbenzoic acid and the N-sulfonyl group could be easily removed by reduction with SmI2.

Related Literature

A first-principles study of ultrathin nanofilms of MgO-supported TiN

Ren-Qin Zhang, Chang-Eun Kim, Bernard Delley, Catherine Stampfl, Aloysius Soon

2011-12-13 Paper

DOI: 10.1039/C2CP23534J

Optically probing nanoemulsion compositions

Xiaoming Zhu, Michael M. Fryd, Jung-Ren Huang

2012-01-16 Paper

DOI: 10.1039/C2CP23007K

Contents list

Front/Back Matter

DOI: 10.1039/C2CP90001G

Steering the enzymatic activity of proteins by ionic liquids. A case study of the enzyme kinetics of yeast alcohol dehydrogenase

Sebastian Weibels, Adrian Syguda, Christian Herrmann, Hermann Weingärtner

2012-02-24 Paper

DOI: 10.1039/C2CP24041F

Front cover

Cover

DOI: 10.1039/C2CP90002E

Solvation effects and stabilization of multicharged ions: a case study of ArmBeOq+ complexes

Roberto Linguerri, Najia Komiha, Majdi Hochlaf

2012-02-02 Paper

DOI: 10.1039/C2CP24004A

Magnetic properties of a doped linear polyarylamine bearing a high concentration of coupled spins (S = 1)

Vincent Maurel, Mohammad Jouni, Piotr Baran, Nicolas Onofrio, Serge Gambarelli, Jean-Marie Mouesca, David Djurado, Lionel Dubois, Jean-François Jacquot, Gérard Desfonds, Irena Kulszewicz-Bajer

2011-12-07 Paper

DOI: 10.1039/C1CP22766A

You might also like

Compound Q&A

What are the main uses of (3.beta.)-3-Hydroxy-N,N-dimethyl-chol-5-en-24-amide (CAS: 79066-03-8)?

(3.beta.)-3-Hydroxy-N,N-dimethyl-chol-5-en-24-amide (CAS: 79066-03-8) is primari...

79066-03-8(3.beta.)-3-Hydroxy-...
Compound Q&A

What regulatory guidelines apply to 5-(aminomethyl)-2-methoxyphenol (CAS: 89702-89-6)?

5-(Aminomethyl)-2-methoxyphenol (CAS: 89702-89-6) is classified under GHS as a s...

89702-89-65-(aminomethyl)-2-me...
Compound Q&A

What is Thieno[2,3-c]pyridin-7(6H)-one (CAS: 28981-13-7)?

Thieno[2,3-c]pyridin-7(6H)-one (CAS: 28981-13-7) is a heterocyclic organic compo...

28981-13-7Thieno[2,3-c]pyridin...
Compound Q&A

Is 1-[(6-Methoxy-3-pyridinyl)methyl]-4-piperidinamine dihydrochloride (CAS: 1185311-28-7) safe?

1-[(6-Methoxy-3-pyridinyl)methyl]-4-piperidinamine dihydrochloride is generally ...

1185311-28-71-[(6-Methoxy-3-pyri...
Compound Q&A

What regulatory guidelines apply to [(2E)-3-Phenyl-2-propen-1-yl]phosphonic acid (CAS: 146404-58-2)?

[(2E)-3-Phenyl-2-propen-1-yl]phosphonic acid (CAS: 146404-58-2) is regulated und...

146404-58-2[(2E)-3-Phenyl-2-pro...
Compound Q&A

What regulatory guidelines apply to 6-Bromo-7-methoxyquinoline (CAS: 1620515-86-7)?

6-Bromo-7-methoxyquinoline (CAS: 1620515-86-7) falls under the scope of the Glob...

1620515-86-76-Bromo-7-methoxyqui...
Compound Q&A

What industries use (2R)-1-(1-Benzofuran-2-yl)-N-propyl-2-pentanamine (CAS: 260550-89-8)?

This compound is primarily used in the pharmaceutical industry for the developme...

260550-89-8(2R)-1-(1-Benzofuran...
1228013-15-71-Ethyl-7-[2-methyl-...
Compound Q&A

Are there alternatives to {5-(Acryloylamino)-2-[(dimethylamino)methyl]phenyl}boronic acid (CAS: 1217500-78-1) in synthesis?

Alternative reagents such as 2-[(dimethylamino)methyl]phenylboronic acid or rela...

1217500-78-1{5-(Acryloylamino)-2...
Compound Q&A

What is 3-(Piperidin-4-yloxy)pyridine (CAS: 310881-48-2)?

3-(Piperidin-4-yloxy)pyridine (CAS: 310881-48-2) is an organic compound with the...

310881-48-23-(Piperidin-4-yloxy...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.