scholarly journals Fragment-oriented synthesis: β-elaboration of cyclic amine fragments using enecarbamates as platform intermediates

2020 ◽  
Vol 56 (62) ◽  
pp. 8802-8805 ◽  
Author(s):  
Alexandre F. Trindade ◽  
Emily L. Faulkner ◽  
Andrew G. Leach ◽  
Adam Nelson ◽  
Stephen P. Marsden
Keyword(s):  
Alkyl Halides ◽  
Cyclic Amine ◽  
Cyclic Amines

Selective β-sp3 functionalisation of cyclic amines is achieved through enecarbamate formation and photoredox-catalysed derivatisation with functionalised alkyl halides.

Bicyclization of aza-compounds by positive halide ions. I. Cyclic amines

1985 ◽  
Vol 63 (6) ◽  
pp. 1170-1172 ◽  
Author(s):  
R. M. Elofson ◽  
F. F. Gadallah ◽  
J. K. Laidler
Keyword(s):  
Electrochemical Oxidation ◽  
Halide Ions ◽  
Cyclic Amine ◽  
Reaction Conditions ◽  
Specific Reaction ◽  
Cyclic Amines ◽  
Bicyclic Compounds

Cyclic amines are oxidized to the bicyclic compounds by electrochemical oxidation. The presence of halide ions is found necessary for the reaction to proceed and to produce any bicyclic products. It is postulated that a positive halide species, X(+), is produced electrochemically and stabilized under the specific reaction conditions. The X(+) ion forms a complex with the parent cyclic amine which decomposes to the bicyclic product and HX. An analogy between the Hofer–Moest reaction to produce C(+) and this reaction to produce X(+) is postulated

Rubber Chemicals from Cyclic Amines. II Dithioamines and Sulfenamides as Accelerators and Curing Agents

1968 ◽  
Vol 41 (3) ◽  
pp. 721-735 ◽  
Author(s):  
Eiichi Morita ◽  
John J. D'Amico ◽  
Evan J. Young
Keyword(s):  
Thermal Analyses ◽  
Empirical Relation ◽  
Basic Structure ◽  
Cure Rate ◽  
Structural Variations ◽  
Cyclic Amine ◽  
Cure Characteristics ◽  
Cyclic Amines ◽  
Curing Agents ◽  
Derivatives Of

Abstract Dithioamines and sulfenamides derived from various cyclic amines were evaluated as accelerators and vulcanizing agents. Structural variations of these compounds are correlated with their scorch delaying properties, accelerating activity and vulcanization efficiency, employing the Mooney Viscometer and the Monsanto Oscillating Disk Rheometer. The relative cure characteristics differed with changes in the basic structure of the compounds, and with the size and type of the cyclic amine moiety. However, the piperidine derivatives consistently showed longer scorch delay and slower mean cure rate than the corresponding derivatives of pyrrolidine, hexamethylenimine or heptamethylenimine. In the case of the thiazolyl sulfenamides, the type of substitution in the thiazolyl group also influenced scorch delay. An empirical relation was observed between the effect of concentration of the thiazolyl sulfenamides on scorch delay and the results of differential thermal analyses of sulfenamide and sulfur blends.

POP-Pd(ii) catalyzed easy and safe in situ carbonylation towards the synthesis of α-ketoamides from secondary cyclic amines utilizing CHCl3 as a carbon monoxide surrogate

2020 ◽  
Vol 44 (5) ◽  
pp. 1979-1987 ◽  
Author(s):  
Sk Safikul Islam ◽  
Sk Riyajuddin ◽  
Rostam Ali Molla ◽  
Nasima Yasmin ◽  
Kaushik Ghosh ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Cyclic Amine ◽  
Cyclic Amines ◽  
Aryl Iodides ◽  
Secondary Cyclic Amine

POP-palladium(ii) was synthesized for the in situ carbonylation of aryl iodides and secondary cyclic amine to the respective α-ketoamides.

Vitamin B12-based elimination of alkyl halides

2020 ◽  
Author(s):  
Julian West ◽  
Alexandros S Pollatos ◽  
Radha Bam
Keyword(s):  
Vitamin B12 ◽  
Alkyl Halides

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

Design and Development of Fe-Catalyzed Intra- and Intermolecular Carbofunctionalization of Vinyl Cyclopropanes

2019 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Mingbin Yuan ◽  
Chris Acha ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Mechanistic Studies ◽  
Radical Intermediates ◽  
Design And Implementation ◽  
Solvent Cage ◽  
Radical Cascade ◽  
Radical Processes

Design and implementation of the first (asymmetric) Fe-catalyzed intra- and intermolecular difunctionalization of vinyl cyclopropanes (VCPs) with alkyl halides and aryl Grignard reagents has been realized via a mechanistically driven approach. Mechanistic studies support the diffusion of the alkyl radical intermediates out of the solvent cage to participate in an intra- or -intermolecular radical cascade with the VCP followed by re-entering the Fe radical cross-coupling cycle to undergo selective C(sp2)-C(sp3) bond formation. Overall, we provide new design principles for Fe-mediated radical processes and underscore the potential of using combined computations and experiments to accelerate the development of challenging transformations.

Nickel and Cobalt-Catalyzed Coupling of Alkyl Halides with Alkenes via Heck Reactions and Radical Conjugate Addition

2013 ◽  
Vol 13 (6) ◽  
pp. 802-813 ◽  
Author(s):  
Qun Qian ◽  
Zhenhua Zang ◽  
Yang Chen ◽  
Weiqi Tong ◽  
Hegui Gong
Keyword(s):  
Conjugate Addition ◽  
Alkyl Halides ◽  
Heck Reactions

Flavin/I2 -Catalyzed Aerobic Oxidative C-H Sulfenylation of Aryl-Fused Cyclic Amines

2020 ◽  
Vol 2020 (25) ◽  
pp. 3889-3895 ◽  
Author(s):  
Xinpeng Jiang ◽  
Zongchen Zhao ◽  
Zhifeng Shen ◽  
Keda Chen ◽  
Liyun Fang ◽  
...  
Keyword(s):  
Cyclic Amines
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