1,3-Dipolar Cycloaddition−Decarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones
Publication type: Journal Article
Publication date: 2011-02-04
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
21175141
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A nonstabilized azomethine ylide reacts with a wide range of substituted isatoic anhydrides to afford novel 1,3-benzodiazepin-5-one derivatives, which are generally isolated in high yield. The transformations involve 1,3-dipolar cycloaddition reactions of the ylide with the anhydrides to give transient, and in a representative case spectroscopically observable, oxazolidine intermediates that undergo ring-opening−decarboxylation−ring-closing reaction cascades to yield the 1,3-benzodiazepin-5-one products.
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Total citations:
57
Citations from 2024:
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(10.53%)
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GOST
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Spiccia N. et al. 1,3-Dipolar Cycloaddition−Decarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones // Organic Letters. 2011. Vol. 13. No. 3. pp. 486-489.
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Spiccia N., Basutto J., Jokisz P., Wong L. S. M., Meyer A. G., Holmes A. B., White J. M., Ryan J. H. 1,3-Dipolar Cycloaddition−Decarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones // Organic Letters. 2011. Vol. 13. No. 3. pp. 486-489.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol102824k
UR - https://doi.org/10.1021/ol102824k
TI - 1,3-Dipolar Cycloaddition−Decarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones
T2 - Organic Letters
AU - Spiccia, Nadia
AU - Basutto, Jose
AU - Jokisz, Pawel
AU - Wong, Leon S M
AU - Meyer, Adam G.
AU - Holmes, Andrew B.
AU - White, Jonathan M.
AU - Ryan, John H.
PY - 2011
DA - 2011/02/04
PB - American Chemical Society (ACS)
SP - 486-489
IS - 3
VL - 13
PMID - 21175141
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
Copy
@article{2011_Spiccia,
author = {Nadia Spiccia and Jose Basutto and Pawel Jokisz and Leon S M Wong and Adam G. Meyer and Andrew B. Holmes and Jonathan M. White and John H. Ryan},
title = {1,3-Dipolar Cycloaddition−Decarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones},
journal = {Organic Letters},
year = {2011},
volume = {13},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/ol102824k},
number = {3},
pages = {486--489},
doi = {10.1021/ol102824k}
}
Cite this
MLA
Copy
Spiccia, Nadia, et al. “1,3-Dipolar Cycloaddition−Decarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones.” Organic Letters, vol. 13, no. 3, Feb. 2011, pp. 486-489. https://doi.org/10.1021/ol102824k.