1,3-Dibromo-5,5-dimethylhydantoin mediated oxidative amidation of terminal alkenes in water

Literature Information

Publication Date 2017-11-09
DOI 10.1039/C7OB02329D
Impact Factor 3.876
Authors

Chunhua Ma, Guojie Fan, Ping Wu, Zhi Li, Yang Zhou, Qingjie Ding, Wei Zhang


View Original

Abstract

A variety of terminal alkenes were converted to the corresponding amides in yields of 25 to 86% in water via treatment with 1,3-dibromo-5,5-dimethylhydantoin, followed by reaction with molecular iodine and aq. NH3 (or amine) in one pot. This metal- and organic solvent-free protocol is not only suitable for styrene derivatives, but also, for the first time, works well on terminal aliphatic alkenes.

Related Literature

Halide anion directed assembly of luminescent pseudorotaxanes

David Curiel, Paul D. Beer, Rowena L. Paul, Andrew Cowley, Mark R. Sambrook, Fridrich Szemes

2004-04-22 Communication

DOI: 10.1039/B401900H

Direct syntheses of functionalized mesostructured silica by using an inexpensive silica source‡

Robert J. P. Corriu, Ahmad Mehdi, Catherine Reyé, Chloé Thieuleux

2004-05-19 Communication

DOI: 10.1039/B314415A

An enantioselective imprinted receptor for Z-glutamate exhibiting a binding induced color change

Panagiotis Manesiotis, Andrew J. Hall, Marco Emgenbroich, Milena Quaglia, Ersilia De Lorenzi, Börje Sellergren

2004-09-09 Communication

DOI: 10.1039/B407870E

High-resolution transmission electron microscopy: the ultimate nanoanalytical technique‡

Paul A. Midgley

2004-05-07 Feature Article

DOI: 10.1039/B315513G

Mesoporous silica anchored Ru catalysts for highly enantioselective hydrogenation of β-ketoesters

Banu Kesanli, Wenbin Lin

2004-08-25 Communication

DOI: 10.1039/B406697A

Fe–Ce–ZSM-5 a new catalyst of outstanding properties in the selective catalytic reduction of NO with NH3

G. Carja, G. Delahay, C. Signorile, B. Coq

2004-05-17 Communication

DOI: 10.1039/B402660H

Double asymmetric induction as a mechanistic probe: conjugate addition for the asymmetric synthesis of a pseudotripeptide

Stephen G. Davies, Gesine J. Hermann, Miles J. Sweet, Andrew D. Smith

2004-04-08 Communication

DOI: 10.1039/B401293C

Preparation of helical gold nanowires on surfactant tubules

Ryo Takahashi, Tsutomu Ishiwatari

2004-05-17 Communication

DOI: 10.1039/B403676J

LiSr2(NCN)I3: the first empty tetrahedral strontium(ii) entity coordinated by carbodiimide units but without strontium–strontium bonding

Wuping Liao, Jörg von Appen, Richard Dronskowski

2004-09-02 Communication

DOI: 10.1039/B408647C

Ring-closing metathesis in biphasic BMI·PF6ionic liquid/toluene medium: a powerful recyclable and environmentally friendly process

Hervé Clavier, Nicolas Audic, Marc Mauduit, Jean-Claude Guillemin

2004-08-25 Communication

DOI: 10.1039/B407964G

You might also like

Compound Q&A

What precautions should be taken when handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3)?

When handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3), it is ...

71193-32-32-Chloro-1,2-bis(4-m...
Compound Q&A

What industries use 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonyl chloride (CAS: 224789-26-8)?

4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl...

224789-26-84-Ethoxy-3-(5-methyl...
Compound Q&A

How should Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) be stored?

Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) should be stored in a c...

2681-55-2Methyl 3-Oxo-4-Andro...
Compound Q&A

What are the main uses of (R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid (CAS: 909725-61-7)?

(R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid is primarily used i...

909725-61-7(R)-3-Amino-4-(3-hex...
Compound Q&A

What regulatory guidelines apply to 2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-3)?

2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-...

1254120-14-32-Methyl-2-propanyl ...
Compound Q&A

Are there alternatives to (E)-4-(tert-Butoxy)-4-oxobut-2-enoic acid (CAS: 135355-96-3) in synthesis?

There are alternative reagents that can be used in synthesis instead of (E)-4-(t...

135355-96-3(E)-4-(tert-Butoxy)-...
Compound Q&A

What are the physical and chemical properties of [2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8)?

[2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8) is a crystallin...

121202-20-8[2-(3-Chlorophenyl)-...
166249-17-8Methyl (2S)-[(4S)-2,...
Compound Q&A

What is the market or research trend for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0)?

The market for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0) is driven by its use...

42865-19-01-Bromo-2-isocyanato...
Compound Q&A

What are the main uses of 4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3)?

4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3) is primarily used in re...

147065-06-34-Nitro-D-phenylalan...

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.