Amination Of Allylic Alcohols Research Articles

PH-Mediated Selective Synthesis of N-Allylic Alkylation or N-Alkylation Amines with Allylic Alcohols via an Iridium Catalyst in Water.

Amination of allylic alcohols is an effective approach in the facile synthesis of N-allylic alkylation or N-alkylation amines. Recently, a series of catalysts were devised to push forward this transformation. However, current synthetic methods are typically limited to achieve either N-allylic alkylation or N-alkylation products via a certain catalyst. In this article, a pH-mediated selective synthesis of N-allylic alkylation or N-alkylation amines with allylic alcohols via an iridium catalyst with water as the environmental benign solvent is revealed, enabling the miscellaneous synthesis of N-allylic alkylation and N-alkylation products in outstanding yields. Furthermore, a gram-scale experiment with low catalyst loading offers the potential to access a distinct entry for the synthesis of the antifungal drug naftifine.

C-N Bond Formation from Allylic Alcohols via Cooperative Nickel and Titanium Catalysis.

Amination of allylic alcohols is facilitated via cooperative catalysis. Catalytic Ti(O- i-Pr)4 is shown to dramatically increase the rate of nickel-catalyzed allylic amination, and mechanistic experiments confirm activation of the allylic alcohol by titanium. Aminations of primary and secondary allylic alcohols are demonstrated with a variety of amine nucleophiles. Diene-containing substrates also cyclize onto the nickel allyl intermediate prior to amination, generating carbocyclic amine products. This tandem process is only achieved under our cooperative catalytic system.

Palladium‐Catalyzed Direct Amination of Allylic Alcohols in Aqueous Media

AbstractPalladium chloride‐catalyzed amination of allylic alcohols with aromatic amines in the presence of triphenylphosphine and trifluoroacetic acid in the aqueous phase gave a wide range of allylamines in good to excellent yields under mild conditions. This protocol has a wide substrate scope and broad functional group tolerance. It is an environmentally friendly and highly atom‐economical method for N‐allylamine synthesis. A plausible mechanism involving a (π‐allyl)palladium complex intermediate is proposed.

Efficient and Convenient Palladium‐Catalyzed Amination of Allylic Alcohols with N‐Heterocycles

Atom economic: A commercially available palladium catalyst system is applied for an environmentally benign allylation of electron-deficient N-heterocycles using allylic alcohols (see scheme). The system is also applied for the N-allylation of biologically important uridine and thymidine derivatives.

Efficient and Convenient Palladium‐Catalyzed Amination of Allylic Alcohols with N‐Heterocycles

Atomökonomisch: Ein kommerziell erhältliches Palladiumkatalysatorsystem wird für eine umweltschonende Allylierung elektronenarmer N-Heterocyclen unter Verwendung allylischer Alkohole genutzt (siehe Schema). Das System kann auch für die N-Allylierung von biologisch relevanten Uridin- und Thymidinderivaten eingesetzt werden. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

Lewis Acid Catalyzed Direct Intramolecular Amination of Allylic Alcohols

The authors designed a very efficient Lewis acid catalyzed pathway for the direct intramolecular SN2′ amination of allylic alcohols. The reaction is proposed to undergo a chelation intermediate of bismuth(III) ion and the substrate.

ChemInform Abstract: Amination of Allylic Alcohols in Water at Room Temperature.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Catalytic Applications of Transition‐Metal Complexes Bearing Diphosphinidenecyclobutenes (DPCB)

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Chemistry of Diphosphinidenecyclobutenes

AbstractFor Abstract see ChemInform Abstract in Full Text.

Chemistry of Diphosphinidenecyclobutenes

Preparation and characterization of sterically protected diphosphinidenecyclobutenes bearing two phosphorus atoms of coordination number 2 are described from the viewpoint of development of a novel type of bidentate ligand for transition metal complexes. They form the complexes with group 6 metals such as chromium, molybdenum, and tungsten, and group 10 metals such as palladium and platinum. Some of them can be used as a catalyst for synthetic reactions such as cross-coupling of the Sonogashira type, polymerization of ethylene, dehydrogenative hydrosilylation of ketones, hydroamination of 1, 3-butadienes, and direct alkylation or amination of allylic alcohols.

Selectivity in the amination of allylic alcohols via intramolecular amidomercuration

Intramolecular amidomercuration reactions of acylaminomethyl derivatives of γ-substituted allylic alcohols were examined. The effect of oxygen substitution on the δ carbon and of the geometry of the double bond on the regiochemistry and stereochemistry of the cyclization were established.