Urethane group directed reductive couplings mediated by SmI2

1999 ◽  
pp. 2371-2375 ◽  
Author(s):  
Fuyuhiko Matsuda ◽  
Motoi Kawatsura ◽  
Fumiko Dekura ◽  
Haruhisa Shirahama
Keyword(s):  
Urethane Group ◽  
Reductive Couplings

ChemInform Abstract: Urethane Group Directed Reductive Couplings Mediated by SmI2.

ChemInform ◽  
2010 ◽  
Vol 30 (49) ◽  
pp. no-no
Author(s):  
Fuyuhiko Matsuda ◽  
Motoi Kawatsura ◽  
Fumiko Dekura ◽  
Haruhisa Shirahama
Keyword(s):  
Urethane Group ◽  
Reductive Couplings

scholarly journals A Diastereodivergent and Enantioselective Approach to syn- and anti-Diamines: Development of 2-Azatrienes for Cu-Catalyzed Reductive Couplings with Imines that Furnish Allylic Amines

2021 ◽  
Author(s):  
Pengfei Zhou ◽  
Xinxin Shao ◽  
Steven Malcolmson
Keyword(s):  
Enantioselective Synthesis ◽  
Allylic Amines ◽  
Reductive Couplings

We introduce a new reagent class, 2-azatrienes, as a platform for catalytic enantioselective synthesis of allylic amines. Herein, we demonstrate their promise by diasteredivergent and enantioselective synthesis of <i>syn</i>- and <i>anti</i>-1,2-diamines by Cu-bis(phosphine)-catalyzed reductive couplings with imines. With Ph-BPE, <i>anti</i>-diamines are obtained, and with the rarely utilized t-Bu-BDPP, <i>syn</i>-diamines are generated.<br>

scholarly journals The antiseptic and trypanocidal action of certain styryl and anil quinoline carboxylamides.*

1932 ◽  
Vol 110 (767) ◽  
pp. 249-260
Keyword(s):  
Amide Group ◽  
The Other ◽  
Amino Group ◽  
Active Compounds ◽  
Basic Group ◽  
Urethane Group ◽  
Highly Active ◽  
Quaternary Compounds ◽  
Quinoline Series

In the case of quaternary compounds of the styryl quinoline series and of the analogous benzthiazole derivatives a powerful trypanocidal effect in vivo has been shown to depend on the presence in the substance of a free basic group in one of the nuclei, and anacylamino (especially acetyl) or urethane group in the other, and also on the styryl linkage—each playing a definite part in contributing to the action (Browning, Cohen, Ellingworth and Gulbransen, 1929, 1931). This is exemplified by 2( p -aminostyryl)-6 acetylamino quinoline methochloride (No. 8), 2( p -dimethylamino styryl)-6 acetylamino quinoline methochloride (No. 25), 2( p -acetylamino)-6 dimethylamino quinoline methochloride (No. 90) and 2( p -dimethylamino styryl) quinolyl (6) urethane (Me) methochloride (No. 125). The effect of acetylation of the amino group parallels that dis­covered by Ehrlich and his co-workers in the case of p -amino phenyl arsinic acid. Gough and King (1930) have recently made the important observation that in the latter series the introduction of an amide group converts the therapeutically inactive carboxylic and sulphonic acids into active compounds. Accordingly, the effect of substituting a carboxylamide group for the acylamino in compounds of the type of No. 25 and its anil analogue (No. 62) has been investigated. In addition, the position of the carboxylamide group has been varied. These substances were further examined for antiseptic action, the results being shown in the table. Trypanocidal properties have been tested on T. brucei infections in mice as in previous work. The striking observation has been made that only those compounds with the carboxylamide group in the 6 position are therapeutically active, the anils being only slightly less effective than the styryl analogues ( cf . Nos. 410, 409 and 385, 403). This contrasts with what is found in the acetylamino derivatives, since the styryl compounds of the latter are highly active as compared with the corresponding anils. The carboxy-ethylamides (420, 419) are more toxic and less trypanocidal than the corresponding amides and methylamides.

scholarly journals 2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines

Synlett ◽  
2019 ◽  
Vol 30 (11) ◽  
pp. 1253-1268 ◽  
Author(s):  
Steven J. Malcolmson ◽  
Kangnan Li ◽  
Xinxin Shao
Keyword(s):  
Organic Synthesis ◽  
Metal Species ◽  
Chiral Amines ◽  
Chiral Amine ◽  
Tertiary Alcohols ◽  
Reductive Couplings ◽  
Benzylic Amines ◽  
Important Objective ◽  
New Strategies

The development of new strategies for the preparation of chiral amines is an important objective in organic synthesis. In this Synpacts, we summarize our approach for catalytically accessing nucleophilic aminoalkyl metal species from 2-azadienes, and its application in generating a number of important but elusive chiral amine scaffolds. Reductive couplings with ketones and imines afford 1,2-amino tertiary alcohols and 1,2-diamines, respectively, whereas fluoroarylations of gem-difluoro-2-azadienes deliver α-trifluoromethylated benzylic amines.1 Introduction2 Background: Umpolung Strategies for Preparing Chiral Amines3 Background: 2-Azadienes4 Reductive Couplings of 2-Azadienes5 Fluoroarylations of gem-Difluoro-2-azadienes6 Summary and Outlook

Reductive couplings of acid chlorides mediated by SmI2

1989 ◽  
Vol 30 (52) ◽  
pp. 7407-7410 ◽  
Author(s):  
J. Collin ◽  
F. Dallemer ◽  
J.L. Namy ◽  
H.B. Kagan
Keyword(s):  
Acid Chlorides ◽  
Reductive Couplings

New N-Heterocyclic Carbene Ligand and Its Application in Asymmetric Nickel-Catalyzed Aldehyde/Alkyne Reductive Couplings.

ChemInform ◽  
2007 ◽  
Vol 38 (50) ◽  
Author(s):  
Mani Raj Chaulagain ◽  
Grant J. Sormunen ◽  
John Montgomery
Keyword(s):  
Reductive Couplings

Some physical properties associated with the urethane group—II

1969 ◽  
Vol 5 (4) ◽  
pp. 565-573 ◽  
Author(s):  
A.M. North ◽  
J.C. Reid ◽  
J.B. Shortall
Keyword(s):  
Physical Properties ◽  
Urethane Group ◽  
Group Ii

7. Treatment of Insanity

1901 ◽  
Vol 47 (197) ◽  
pp. 413-415
Keyword(s):  
Blood Pressure ◽  
Excited State ◽  
The Other ◽  
Higher Alcohols ◽  
Crystalline Powder ◽  
Total Solids ◽  
After Effects ◽  
Urethane Group ◽  
Notable Increase ◽  
Sedative Action

Hedonal is one of the newer products of the urethane group, it being combined with higher alcohols than the other members. It is a white crystalline powder with an aromatic odour and taste. Slightly soluble in water, it is readily soluble in any organic fluid. It is said to be fully oxidised in the system. Given in doses of ½ to 2 grms. (7 to 30 grains) it has a sedative action on all nerve-cells. It has little effect on the temperature, lowering it only about ·3°.; the pulse is lowered from six to twelve pulsations per minute; the blood-pressure decreases by from 10 to 15 mm. of mercury—evidently a vaso-dilator effect. There is a notable increase in the total quantity of urine excreted, but without increase of the total solids. In nervous insomnia it produces sleep, generally of some hours' duration, in from half to two hours, without dreaming or bad after-effects. It proved of value in a case with gastric crises. Excellent calmative results were obtained in the excited state of melancholia and of folie circulaire. It has no effect in reducing the number of fits in cases of epilepsy, but is of value in the excited stage following them. In many cases it succeeds when sulphonal, trional, chloral, and even morphia are only partially successful.

scholarly journals ChemInform Abstract: Nickel-Catalyzed Reductive Couplings and Cyclizations

ChemInform ◽  
2011 ◽  
Vol 42 (36) ◽  
pp. no-no
Author(s):  
Hasnain A. Malik ◽  
Ryan D. Baxter ◽  
John Montgomery
Keyword(s):  
Reductive Couplings
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