Nitroso-alkenes and nitroso-alkynes

Gilchrist, T. L.

doi:10.1039/cs9831200053

Cited by 183 publications

(64 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…It has been previously postulated, although never unambiguously demonstrated, that an intermediate dichloronitrosoalkene is initially formed by elimination of HCl from chloraloxime during the Sandmeyer isonitrosoacetanilide synthesis. This nitrosoalkene is subsequently attacked by the aniline to give an addition product that yields the isonitrosoacetanilide via a subsequent hydrolysis reaction 30,31 . However, competitive addition of water and aniline to the nitrosoalkene would lead to formation of the glyoxylic acid oxime and the isonitrosoacetanilide respectively.…”

Section: Methodsmentioning

confidence: 99%

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

845

447

View full text Add to dashboard Cite

Isatinas (1H-indol-2,3-diona) são compostos de grande versatilidade sintética, podendo ser utilizados na obtenção de diversos sistemas heterociclos, como derivados indólicos e quinolínicos, o que as tornam importantes matérias-primas na síntese de fármacos. Isatinas também têm sido detectadas em tecidos de mamíferos, o que tem despertado o interesse em seu estudo como moduladores em diversos processos bioquímicos. Os avanços na aplicação de isatinas em síntese orgânica, bem como na compreensão de seus efeitos biológicos e farmacológicos nos últimos vinte e cinco anos encontram-se relatados nesta revisão e seus respectivos materiais suplementares.Isatins (1H-indole-2,3-dione) are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds, such as indoles and quinolines, and as raw material for drug synthesis. Isatins have also been found in mammalian tissue and their function as a modulator of biochemical processes has been the subject of several discussions. The advances in the use of isatins for organic synthesis during the last twenty-five years, as well as a survey of its biological and pharmacological properties are reported in this review and in the accompanying supplementary information.

show abstract

Section: Methodsmentioning

confidence: 99%

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

845

447

View full text Add to dashboard Cite

show abstract

“…As shown in figure 1 Gilchrist and others have reported that 1,2-oxazines can be readily prepared by the reaction of nitrosoalkenes with alkenes (5). This reaction works best with electron rich alkenes.…”

Section: Synthesismentioning

confidence: 95%

Oxazine Ether Herbicides

Stevenson

Patel

Crouse

et al. 1995

ACS Symposium Series

View full text Add to dashboard Cite

Benzylic ethers of oxazine-6-methanols are very effective grass herbicides which show safety to a number of major crops. We have found 2 different synthetic routes to these compounds. The first route is based on the reaction of nitroso-olefins with allylic alcohols. The second route relies on a novel reaction of oxime dianions with chloro-epoxides. We will describe our studies on the discovery and optimization of these syntheses and the biology of the oxazine ethers.Over the past 2 decades chemists from a number of companies have explored benzylic ethers as herbicides. This area began with the discovery that monocyclic oxygen heterocycles substituted with benzylic ethers had good herbicidal activity (1). Optimization of the chemistry at Shell provided the only commercial product in the area, the bicyclic ether Cinmethylin (2). The common key structural feature of active compounds was the 1,4-relationship of the oxygen of the heterocycle and the oxygen of the benzylic ether. More recently, scientists at BASF showed that nitrogen could also be present in the heterocycle with isoxazoline ethers (3). Cinmethylin ShellBayer BASF 0097-6156/95/0584-0197$12.00/0

show abstract

“…[23] Wir haben hier eine effiziente und stereodivergente Synthese von C-2-verzweigten 4-Aminokohlenhydraten mit einer Lewis-Säure-induzierten Umlagerung von 1,2-Oxazinen als Schlüsselschritt vorgestellt. [24] Die resultierenden bicyclischen Produkte 7 und 8 können als (orthogonal) geschützte Glycosyldonor-¾quivalente direkt mit Glycosylakzeptoren umgesetzt werden. Anschließende reduktive Transformationen ergeben neuartige Oligosaccharide mit C-2-verzweigten 4-Aminozuckereinheiten.…”

Section: Fabian Pfrengle Dieter Lentz Und Hans-ulrich Reißig*unclassified

Stereodivergente De‐novo‐Synthese verzweigter Aminozucker durch Lewis‐Säure‐induzierte Umlagerung von 1,2‐Oxazinen

2009

View full text Add to dashboard Cite

Gut getarnt: 1,2‐Oxazine wie 1 lagern unter Einwirkung von Lewis‐Säuren in bicyclische Produkte vom Typ 2 um, die als geschützte Äquivalente von Aminozuckern in Oligosaccharide eingebaut werden können. Nachfolgende reduktive Schritte erzeugen ungewöhnliche Oligosaccharide 3 mit C‐2‐verzweigten 4‐Aminozuckereinheiten. Die meisten Reaktionen erfolgen unter exzellenter Stereokontrolle und ermöglichen die Synthese einer Kollektion von Stereoisomeren.magnified image

show abstract

Nitroso-alkenes and nitroso-alkynes

Cited by 183 publications

References 0 publications

The chemistry of isatins: a review from 1975 to 1999

The chemistry of isatins: a review from 1975 to 1999

Oxazine Ether Herbicides

Stereodivergente De‐novo‐Synthese verzweigter Aminozucker durch Lewis‐Säure‐induzierte Umlagerung von 1,2‐Oxazinen

Contact Info

Product

Resources

About