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Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes

Overview of attention for article published in Chemistry - An Asian Journal, June 2018
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Title
Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes
Published in
Chemistry - An Asian Journal, June 2018
DOI 10.1002/asia.201800645
Pubmed ID
Authors

Jovana Aleksić, Milovan Stojanović, Marija Baranac-Stojanović

Abstract

We present an efficient and simple, metal-free and solvent-free silica gel-promoted synthesis of functionalized conjugated dienes by sequential aza-Michael/Michael reactions starting from commercially available primary amines and propiolic esters. The scope and usefulness of the method is demonstrated on 31 examples, including a range of propiolic esters, aliphatic amines and differently substituted aromatic amines. In the case of aliphatic amines, the products are obtanied within 0.5-4 h in 52-85% yield compared with 3.5-22 h under classical solution-phase synthesis, proceeding in similar or lower yields. Particular usefulness of the method is found in the case of weakly nucleophilic aromatic amines, which provide products in 21-73% yield during 2.5-9.5 h compared with 0-49% during 1-6 days under standard solution-phase conditions and in the case of more hydrophobic esters yielding products in 47-79% during 1-3 h compared with 0-45% during 4-114 h in the solvent.

Twitter Demographics

The data shown below were collected from the profile of 1 tweeter who shared this research output. Click here to find out more about how the information was compiled.

Mendeley readers

The data shown below were compiled from readership statistics for 3 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 3 100%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 1 33%
Student > Master 1 33%
Unknown 1 33%
Readers by discipline Count As %
Chemistry 2 67%
Unknown 1 33%

Attention Score in Context

This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 28 June 2018.
All research outputs
#14,437,806
of 18,090,077 outputs
Outputs from Chemistry - An Asian Journal
#2,334
of 4,635 outputs
Outputs of similar age
#215,514
of 286,587 outputs
Outputs of similar age from Chemistry - An Asian Journal
#43
of 94 outputs
Altmetric has tracked 18,090,077 research outputs across all sources so far. This one is in the 11th percentile – i.e., 11% of other outputs scored the same or lower than it.
So far Altmetric has tracked 4,635 research outputs from this source. They receive a mean Attention Score of 1.7. This one is in the 15th percentile – i.e., 15% of its peers scored the same or lower than it.
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We're also able to compare this research output to 94 others from the same source and published within six weeks on either side of this one. This one is in the 5th percentile – i.e., 5% of its contemporaries scored the same or lower than it.