4‐Bromo‐2‐Heptene

Greenwood, Fred L.; Kellert, Morton D.; Sedlak, John A.

doi:10.1002/0471264180.os038.04

Cited by 2 publications

(2 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Some standard conditions are available for using NBS in allylic and/or benzylic bromination. − The mechanism involves refluxing a solution of NBS in anhydrous CCl 4 with a radical initiator such as 2,2′-azobis(isobutyronitrile) (AIBN) or benzoyl peroxide or irradiation or both to effect radical initiation (Scheme ).…”

Section: Bromination Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

View full text Add to dashboard Cite

Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

show abstract

Section: Bromination Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

View full text Add to dashboard Cite

show abstract

“…Dimethyl sulfoxide (DMSO) has recently been used as the stabilizing agent for halogen/chalcogen cations and thus can serve as a powerful reagent for alkene difunctionalization . On the other hand, N -bromosuccinimide (NBS) is mainly used as an electrophilic or radical bromine source and quite recently as a nucleophilic nitrogen source . The combination of DMSO–NBS has become a powerful reagent system for selective oxidation of alkynes and alkenes to give 1,2-diketones and epoxide/bromohydrins, respectively.…”

mentioning

confidence: 99%

Regioselective Oxo-Amination of Alkenes and Enol Ethers with N-Bromosuccinimide–Dimethyl Sulfoxide Combination: A Facile Synthesis of α-Amino-Ketones and Esters

Prasad¹,

Reddi²,

Sudalai

2016

Org. Lett.

View full text Add to dashboard Cite

An unprecedented conversion of alkenes and enol ethers to the corresponding α-imido carbonyl compounds with excellent regioselectivity and yields has been developed. This oxo-amination process employs readily available N-bromosuccinimide (NBS) and secondary amines as N-sources and dimethyl sulfoxide (DMSO) as the oxidant and also leads to the production of amino alcohols in a single step on reduction, thus broadening the scope of this operationally simple reaction. For the first time, the formation of reactive Me2S(+)-O-Br species generated by the interaction of NBS with DMSO has been proven.

show abstract

4‐Bromo‐2‐Heptene

Abstract: 4‐bromo‐2‐heptene byproduct: succinimide product: 4‐bromo‐2‐heptene

Cited by 2 publications

References 1 publication

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Regioselective Oxo-Amination of Alkenes and Enol Ethers with N-Bromosuccinimide–Dimethyl Sulfoxide Combination: A Facile Synthesis of α-Amino-Ketones and Esters

Contact Info

Product

Resources

About