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Copper-Catalyzed Chan–Lam Cyclopropylation of Phenols and Azaheterocycles

Overview of attention for article published in Journal of Organic Chemistry, March 2018
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About this Attention Score

  • In the top 25% of all research outputs scored by Altmetric
  • Good Attention Score compared to outputs of the same age (78th percentile)
  • High Attention Score compared to outputs of the same age and source (91st percentile)

Mentioned by

twitter
16 tweeters
facebook
1 Facebook page

Citations

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8 Dimensions

Readers on

mendeley
38 Mendeley
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Title
Copper-Catalyzed Chan–Lam Cyclopropylation of Phenols and Azaheterocycles
Published in
Journal of Organic Chemistry, March 2018
DOI 10.1021/acs.joc.7b03100
Pubmed ID
Authors

Joseph Derosa, Miriam L. O’Duill, Matthew Holcomb, Mark N. Boulous, Ryan L. Patman, Fen Wang, Michelle Tran-Dubé, Indrawan McAlpine, Keary M. Engle

Abstract

Small molecules containing cyclopropane-heteroatom linkages are commonly needed in medicinal chemistry campaigns, yet are problematic to prepare using existing methods. To address this issue, a scalable Chan-Lam cyclopropylation reaction using potassium cyclopropyl trifluoroborate has been developed. With phenol nucleophiles, the reaction effects O-cyclopropylation, whereas with 2-pyridones, 2-hydroxybenzimidazoles, and 2-aminopyridines the reaction brings about N-cyclopropylation. The transformation is catalyzed by Cu(OAc)2 and 1,10-phenanthroline and employs 1 atm O2 as the terminal oxidant. This method is operationally convenient to perform and provides a simple, strategic disconnection toward the synthesis of cyclopropyl aryl ethers and cyclopropyl amine derivatives bearing an array of functional groups.

Twitter Demographics

The data shown below were collected from the profiles of 16 tweeters 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 38 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 38 100%

Demographic breakdown

Readers by professional status Count As %
Student > Master 10 26%
Student > Ph. D. Student 7 18%
Researcher 6 16%
Professor 3 8%
Professor > Associate Professor 2 5%
Other 6 16%
Unknown 4 11%
Readers by discipline Count As %
Chemistry 33 87%
Chemical Engineering 1 3%
Unknown 4 11%

Attention Score in Context

This research output has an Altmetric Attention Score of 9. 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 06 June 2018.
All research outputs
#2,159,803
of 14,775,904 outputs
Outputs from Journal of Organic Chemistry
#1,808
of 22,560 outputs
Outputs of similar age
#59,040
of 276,664 outputs
Outputs of similar age from Journal of Organic Chemistry
#13
of 153 outputs
Altmetric has tracked 14,775,904 research outputs across all sources so far. Compared to these this one has done well and is in the 85th percentile: it's in the top 25% of all research outputs ever tracked by Altmetric.
So far Altmetric has tracked 22,560 research outputs from this source. They receive a mean Attention Score of 4.1. This one has done particularly well, scoring higher than 91% of its peers.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 276,664 tracked outputs that were published within six weeks on either side of this one in any source. This one has done well, scoring higher than 78% of its contemporaries.
We're also able to compare this research output to 153 others from the same source and published within six weeks on either side of this one. This one has done particularly well, scoring higher than 91% of its contemporaries.