Evidence map›Paper›PMID 28357870›Full record

ArticleOrganic letters2017

Multicomponent Condensation Reactions via ortho-Quinone Methides.

Emily E Allen, Calvin Zhu, James S Panek, Scott E Schaus

Abstract read
In one paragraph

Article in Organic letters, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

3 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

4 authors.

Emily E AllenDepartment of Chemistry, Center for Molecular Discovery (BU-CMD), Life Science and Engineering Building, Boston University , 24 Cummington Mall, Boston, Massachusetts 02215, United States.
Calvin ZhuDepartment of Chemistry, Center for Molecular Discovery (BU-CMD), Life Science and Engineering Building, Boston University , 24 Cummington Mall, Boston, Massachusetts 02215, United States.
James S PanekDepartment of Chemistry, Center for Molecular Discovery (BU-CMD), Life Science and Engineering Building, Boston University , 24 Cummington Mall, Boston, Massachusetts 02215, United States.
Scott E SchausDepartment of Chemistry, Center for Molecular Discovery (BU-CMD), Life Science and Engineering Building, Boston University , 24 Cummington Mall, Boston, Massachusetts 02215, United States.ORCID 0000-0002-5877-6587

Funding

SYNTHESIS OF LIBRARIES--LINEAR/POLYKETIDE/POLYPROPIONATEP50GM067041 · NIGMS · BOSTON UNIVERSITY MEDICAL CAMPUS · PI PORCO, JOHN A. · 2002 to 2012
$23.7M
The Design and Implementation of Asymmetric Organocatalysis in SynthesisR01GM078240 · NIGMS · BOSTON UNIVERSITY (CHARLES RIVER CAMPUS) · PI SCHAUS, SCOTT EDWARD · 2007 to 2018
$2.9M
NIGMS NIH HHS P50 GM067041NIGMS NIH HHS R01 GM078240
6 · The paper itself

Abstract

Iron(III) salts promote the condensation of aldehydes or acetals with electron-rich phenols to generate ortho-quinone methides that undergo Diels-Alder condensations with alkenes. The reaction sequence occurs in a single vessel to afford benzopyrans in up to 95% yield. The reaction was discovered while investigating a two-component strategy using 2-(hydroxy(phenyl)methyl)phenols to access the desired ortho-quinone methide in a Diels-Alder condensation. The two-component condensation also afforded the corresponding benzopyran products in yields up to 97%. Taken together, the two- and three-component strategies using ortho-quinone methide intermediates provide efficient access to benzopyrans in good yields and selectivities.

Indexed as

Ferric CompoundsIndolequinonesMolecular StructurePhenolsFerric CompoundsIndolequinonesPhenolsquinone methide

Identifiers

PMID28357870
PMCPMC5716626

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.