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1.
We report here a novel, one-pot, two-step reductive amination of aldehydes for the atom-economical synthesis of primary amines. The amination step has been carried out with hydroxylammonium chloride and does not require the use of a base. In the subsequent reduction step, a metal zinc/hydrochloride acid system has been used. This method is applicable to both aliphatic and aromatic aldehydes. The operational simplicity, the short reaction times, and the mild reaction conditions add to the value of this method as a practical alternative to the reductive amination of aldehydes.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.  相似文献   

2.
A general "one-pot" synthetic method is described for the preparation of phosphinodipeptides of type 1 , in 60-80% overall yield, allowing the variation of the substituents in f and/or g position to the phosphorus atom and also in f position to the nitrogen atom.  相似文献   

3.
A convenient one-pot synthesis of (t-Bu)2P(O)Cl (1) from m-chloroperbenzoic acid and (t-Bu)2PCl is described. The byproduct m-chlorobenzoic acid is neutralized by addition of Et3N. Complex 1 crystallizes in the monoclinic space group P21/c (No. 14), with a = 5.9637(2) Å, b = 11.4734(4) Å, c = 16.2400(5) Å and β = 107.7160(14).  相似文献   

4.
We have developed a rapid facile synthesis of 1,2-aminoalcohols from a variety of aldehyde starting materials. This one pot synthesis proceeds via the in situ formation of cyanohydrin trimethylsilyl ethers and the subsequent addition of Grignard reagents. This method is of particular use where the initial aldehyde exhibits water solubility.  相似文献   

5.
N-thiophosphonylamino groups have been greatly overlooked as potentially potent, transition-state analogues, or tetrahedral--intermediate inhibitors of metalloproteases. Alkylthiophosphoramidates derivatives were synthesized y reaction of O-isopropyl phosphorodichloridothioate with an amino acid este followed by hydrolysis in 2M NH 4 OH. The reaction was monitored by 31 P NMR spectroscopy.  相似文献   

6.
The direct synthesis of secondary amines from the corresponding primary amines by alkylation has been widely used. The major drawback, however, consists of polyalkylation. Several procedures exist for the solution of the problem. Some of the early methods involve reduction3, or alkylative hydrolysis4 of Schiff base. Other methods include acid hydrolysis of alkylated formanilides prepared from primary aromatic amine and trialkyl orthoformate5, or acid hydrolysis of N-alkylated phosphinamides6, or zinc cleavage of N-alkylated phenacylsulfonamides7, or reductive deprotection of N-alkylated trifluoromethanesulfonamides7. This latter method is analogous to the Gabriel synthesis of  相似文献   

7.
In asymmetric catalysis, chiral (central chiral, planar chiral, axial chiral) ferrocenylligands is one of the most successful class of auxiliaries in recent years, and some ofthem have reached the stage of industrial applications'. But many challenges remain forthe synthesis of the intermediate. One of them is how to get ferrocenylcyanide I directlyfrom ferrocenecarboxyaldehyde 2, which can be easily prepared according to thecorresponding literature2. As far as known, I is an important interm…  相似文献   

8.
The reaction of vicinal dioxime with sodium hydride in dry THF followed by addition of dichlorophosphates or dichlorothiophosphates yields 2-oxo-1,3,4,7-dioxadiazaphosphepines and 2-thioxo-1,3,4,7-dioxodiazaphosphepines in moderate to good overall yields. The products are characterized by elemental analyses, molecular weights and spectral (IR, 1H, 13C and 31P NMR) studies. A salt elimination route is used for the synthesis of titled heterocycles.  相似文献   

9.
An efficient and facile preparation of simple coumarins via in situ Wittig reaction of salicylaldehydes, triphenylphosphine, and chloroethylacetate supported on MgO in satisfactory yields in solvent-free condition.  相似文献   

10.
An efficient and high yielding synthesis of N-substituted pyrrolidines and piperidines is described.  相似文献   

11.
Russian Journal of General Chemistry - Stereoselective synthesis of N-2,4-enyne cyclic amines was performed by one-pot animation of individual isomers of 1,3-dichloropropene and the subsequent...  相似文献   

12.
Summary. A convenient and high yielding method for the synthesis of diverse dithiocarbamates having various substituents including alkyl, aryl, heteroaryl, and alkylaryl at the thiol chain or at the amine chain or at both thiol and amine chains were developed by the one-pot reaction of mercaptans, amines, and bis(benzotriazolyl)methanethione in presence of amidine base under mild reaction conditions.  相似文献   

13.
A simple, rapid and efficient method for the synthesis of dibenzyl diselenides under microwave irradiation is reported. The effect of microwave irradiation power, times and solvent on the reaction is investigated.  相似文献   

14.
Russian Journal of Organic Chemistry - Seven nicotinic acid amides were synthesized by condensation of nicotinic acid adsorbed on silica gel with different aromatic amines. The synthesized...  相似文献   

15.
Trifluoroacetamides were prepared readily by reaction of sodium trifluoroacetate with triphenylphosphine di-iodide and amines consecutively under mild conditions with good yields.  相似文献   

16.
A convenient one-pot synthesis of symmetric vicinal diamines utilizing sodium borohydride/trifluoroacetic acid reduction methodology is described .  相似文献   

17.
Symmetrical polymethoxyanthracenes are rapidly made and easily isolated in moderate yield by treatment of appropriately substituted (methoxy)n halobenzenes with lithium 2,2,6,6-tetramethylpiperidide (LTMP) in refluxing THF.  相似文献   

18.
Russian Journal of Organic Chemistry - A series of chalcones were synthesized by base-catalyzed Clasien-Schmidt condensation of substituted benzaldehydes and substituted acetophenones at room...  相似文献   

19.
Abstract

Deamination of quaternary hydrazinium salts [(CH3)2R'NNH2 X?] with nitrous acid provides a convenient route to tertiary amines.  相似文献   

20.
一锅法制备全乙酰吡喃溴代糖   总被引:17,自引:0,他引:17  
将未保护的吡喃糖与醋酸酐在分子碘的催化下制得全乙酰吡喃糖 ,随后不经分离直接与溴化氢的冰醋酸溶液( 4 5 %)反应得到全乙酰吡喃溴代糖 .这种一锅法制备全乙酰吡喃溴代糖操作方便 ,收率高 ,经济实用且对环境友好  相似文献   

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