Synthesis Of Cyclic Amines Research Articles

Nickel-Catalyzed Enantioselective Synthesis of Cyclic Amines from Imines

Nickel-Catalyzed Enantioselective Synthesis of Cyclic Amines from Imines

ChemInform Abstract: Rapid and Efficient Synthesis of Five‐ to Eight‐Membered Cyclic Aminals under Ultrasound Irradiation.

AbstractThe simple procedure using high intensity ultrasound allows the synthesis of cyclic aminals from diamines (I) with aqueous formaldehyde in excellent yields and very short reaction times.

Correction to Ring Expansion of Cyclic β-Amino Alcohols Induced by Diethylaminosulfur Trifluoride: Synthesis of Cyclic Amines with a Tertiary Fluoride at C3

Correction to Ring Expansion of Cyclic β-Amino Alcohols Induced by Diethylaminosulfur Trifluoride: Synthesis of Cyclic Amines with a Tertiary Fluoride at C3

ChemInform Abstract: α‐Trimethylsilylmethylamine Radical Cation in the Synthesis of Cyclic Amines and Beyond

AbstractReview: 168 refs.

ChemInform Abstract: Cascade Hydroamination/Redox Reaction for the Synthesis of Cyclic Aminals Catalyzed by a Combined Gold Complex and Broensted Acid.

ChemInform Abstract: Cascade Hydroamination/Redox Reaction for the Synthesis of Cyclic Aminals Catalyzed by a Combined Gold Complex and Broensted Acid.

?-Trimethylsilylmethylamine Radical Cation in the Synthesis of Cyclic Amines and Beyond

The evolution of chemistry associated with the photoinduced electron transfer (PET)-generated α-trimethylsilylmethylamine radical cation cyclization to a tethered olefin to synthesize cyclic amine structural frame works is presented in chronological order. The importance of this interesting chemistry is demonstrated by the synthesis of several novel glycosidase inhibitors.

ChemInform Abstract: Ring Expansion of Cyclic β‐Amino Alcohols Induced by Diethylaminosulfur Trifluoride: Synthesis of Cyclic Amines with a Tertiary Fluorine at C‐3.

AbstractThe ring expansion of 2‐hydroxymethyl azetidines and prolinols proceeds with high enantioselectivity for small rings.

Ring Expansion of Cyclic β-Amino Alcohols Induced by Diethylaminosulfur Trifluoride: Synthesis of Cyclic Amines with a Tertiary Fluorine at C3

As the replacement of a hydrogen atom by a fluorine atom in a compound can have an important impact on its biological properties, the development of methods allowing the introduction of a fluorine atom is of great importance. The scope and limitations of the ring expansion of cyclic 2-hydroxymethyl amines induced by diethylaminosulfur trifluoride (DAST) to produce cyclic β-fluoro amines was studied as well as the enantioselectivity of the process.

Rhodium(iii)-catalyzed allylic C–H bond amination. Synthesis of cyclic amines from ω-unsaturated N-sulfonylamines

For the first time, intramolecular allylic amination was conducted using rhodium(III) according to an "inner-sphere" type mechanism with amines activated by only one electron-withdrawing group. The activation of C(sp(3))-H bonds was chemoselective and allows the access to a variety of substituted cyclic amines such as pyrrolidines and piperidines.

N‐Alkylation of Amines with Alcohols Catalyzed by a Water‐Soluble Cp*Iridium Complex: An Efficient Method for the Synthesis of Amines in Aqueous Media

AbstractAn efficient and environmentally benign catalytic system for the synthesis of various organic amines catalyzed by the water‐soluble and air‐stable (pentamethylcyclopentadienyl)‐iridium‐ammine iod‐ ide complex, [Cp*Ir(NH3)3][I]2 (Cp*=pentamethylcyclopentadienyl), has been developed. A wide variety of secondary and tertiary amines were synthesized by the N‐alkylation reactions of theoretical equivalents of amines with alcohols in water under air without a base. The synthesis of cyclic amines was also achieved by the N‐alkylation of benzylamine with diols. Furthermore, the recycle use of the present water‐soluble Cp*Ir catalyst was accomplished.

ChemInform Abstract: Synthesis of Cyclic Amines by Pericyclic Reactions Involving C=N Units

AbstractReview: 234 refs.

ChemInform Abstract: Intramolecular Anodic Olefin Coupling Reactions and the Synthesis of Cyclic Amines.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 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.

Intramolecular anodic olefin coupling reactions and the synthesis of cyclic amines.

Anodic olefin coupling reactions using a tosylamine trapping group have been studied. The cyclizations are favored by the use of a less-polar radical cation and more basic reaction conditions. The most significant factor for obtaining good yields of cyclic product is the use of the more basic reaction conditions. However, a number of factors including the nature of both the solvent and the electrolyte used can influence the yield of the cyclizations. The cyclizations allow for the rapid synthesis of both substituted proline and pipecolic acid type derivatives.

ChemInform Abstract: Rearrangement of Ammonium Ylides Produced by Intramolecular Reaction of Catalytically Generated Metal Carbenoids. Part 1. Synthesis of Cyclic Amines.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 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.

Rearrangement of ammonium ylides produced by intramolecular reaction of catalytically generated metal carbenoids. Part 1. Synthesis of cyclic amines

Cyclic amines have been prepared in good yield by [2,3]-rearrangement of ammonium ylides produced by intramolecular reaction of copper carbenoids tethered to allylic amines. Copper(II) acetylacetonate is the optimum catalyst for carbenoid/ylide generation from the diazo ketone precursor, and reactions must be performed at elevated temperatures in order to obtain reasonable reaction rates and high yields. The reaction has been used to prepare five- to eight-membered cyclic amines. In cases where the substrate possesses a substituent on the tether connecting the diazo group to the allylic amine, tandem ylide formation and rearrangement delivers a high yield of the expected 2,5-dialkylpyrrolidinone or 2,6-dialkylpiperidinone, but low levels of diastereocontrol are obtained.

ChemInform Abstract: Synthesis of Cyclic Amines and Allylic Sulfides by Phenylthio Migration of β‐Hydroxy Sulfides.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 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.

Synthesis of cyclic amines and allylic sulfides by phenylthio migration of β-hydroxy sulfides

Rearrangement of β-hydroxy sulfides proceeds stereospecifically with capture of the episulfonium ion by the nitrogen atom of an amide. Almost quantitative yields of substituted pyrrolidines are obtained using a sulfonamide as the intramolecular nucleophile and with activation by trimethylsilyl trifluoromethanesulfonate (TMSOTf). With a free amine no cyclization takes place, but instead allylic sulfides are formed.

ChemInform Abstract: Synthesis of Cyclic Amines and Their Alkyl Derivatives from Amino Alcohols Over Supported Copper Catalysts.

Abstract Cyclization of amino alcohols over copper supported on γ-alumina and magnesia was found to be an efficient method for the synthesis of cyclic amines, their alkyl derivatives and in some instances also their dehydro derivatives. Reactions were carried out in the temperature range 200–300°C using a continuous fixed-bed reactor and methanol or ethanol as solvent. The selectivities with respect to the different products depended markedly on the reaction temperature and the catalyst used. The amino alcohols used as reactants were 3-amino-1-propanol, 4-amino-1-butanol, 5-amino-1-pentanol and 6-amino-1-hexanol. The reaction of 3-amino-1-propanol was unspecific and led to various fragmentation products. In contrast, the reaction of 4-amino- 1-butanol yielded either pyrrolidine (selectivity 62%), N-methylpyrrolidine (71%) or Δ 1 -dehydropyrrolidine (47%), depending on the conditions. The reaction of 5-amino-1-pentanol led either to piperidine (99%) or N -methylpiperidine (93%). Hexahydro-1 H -azepine (95%) was the main product of the cyclization of 6-amino-1-hexanol.