volume 17 issue 17 pages 4372-4375

Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles

Michael J James 1
Rosa E Clubley 1
Kleopas Y Palate 1
Thomas J Procter 1
Anthony C Wyton 1
Peter O’Brien 1
R. Taylor 1
William P. Unsworth 1
Publication typeJournal Article
Publication date2015-08-21
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A high-yielding, divergent approach to generate either spirocyclic indolenines or carbazoles from a common indole-tethered propargyl alcohol precursor is described, with mechanistic insight provided. Either product can be obtained upon treatment with different Ag(I) catalysts at rt. An unexpected hydration reaction to afford (±)-actinopolymorphol B is also reported.
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GOST Copy
James M. J. et al. Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles // Organic Letters. 2015. Vol. 17. No. 17. pp. 4372-4375.
GOST all authors (up to 50) Copy
James M. J., Clubley R. E., Palate K. Y., Procter T. J., Wyton A. C., O’Brien P., Taylor R., Unsworth W. P. Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles // Organic Letters. 2015. Vol. 17. No. 17. pp. 4372-4375.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.5b02216
UR - https://doi.org/10.1021/acs.orglett.5b02216
TI - Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles
T2 - Organic Letters
AU - James, Michael J
AU - Clubley, Rosa E
AU - Palate, Kleopas Y
AU - Procter, Thomas J
AU - Wyton, Anthony C
AU - O’Brien, Peter
AU - Taylor, R.
AU - Unsworth, William P.
PY - 2015
DA - 2015/08/21
PB - American Chemical Society (ACS)
SP - 4372-4375
IS - 17
VL - 17
PMID - 26293968
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2015_James,
author = {Michael J James and Rosa E Clubley and Kleopas Y Palate and Thomas J Procter and Anthony C Wyton and Peter O’Brien and R. Taylor and William P. Unsworth},
title = {Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles},
journal = {Organic Letters},
year = {2015},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.5b02216},
number = {17},
pages = {4372--4375},
doi = {10.1021/acs.orglett.5b02216}
}
MLA
Cite this
MLA Copy
James, Michael J., et al. “Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles.” Organic Letters, vol. 17, no. 17, Aug. 2015, pp. 4372-4375. https://doi.org/10.1021/acs.orglett.5b02216.