volume 16 issue 13 pages 3592-3595

Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation

Publication typeJournal Article
Publication date2014-06-24
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
PubMed ID:  24960210
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A novel Lewis acid catalyzed dehydrative [3 + 3]-annulation of readily available benzylic alcohols and propargylic alcohols was developed to give polysubstituted carbazoles and naphthalenes in moderate to good yields with water as the only byproduct. The reaction was presumed to proceed via a cascade process involving Friedel-Crafts-type allenylation, 1,5-hydride shift, 6π-eletrocyclization, and Wagner-Meerwein rearrangement.
Found 
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GOST |
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GOST Copy
Wang S. et al. Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation // Organic Letters. 2014. Vol. 16. No. 13. pp. 3592-3595.
GOST all authors (up to 50) Copy
Wang S., Chai Z., Wei Y., Zhu X., Zhou S., Wang S. Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation // Organic Letters. 2014. Vol. 16. No. 13. pp. 3592-3595.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/ol501605h
UR - https://doi.org/10.1021/ol501605h
TI - Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation
T2 - Organic Letters
AU - Wang, Shaoyin
AU - Chai, Zhuo
AU - Wei, Yun
AU - Zhu, Xiancui
AU - Zhou, Shuangliu
AU - Wang, Shaowu
PY - 2014
DA - 2014/06/24
PB - American Chemical Society (ACS)
SP - 3592-3595
IS - 13
VL - 16
PMID - 24960210
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Wang,
author = {Shaoyin Wang and Zhuo Chai and Yun Wei and Xiancui Zhu and Shuangliu Zhou and Shaowu Wang},
title = {Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation},
journal = {Organic Letters},
year = {2014},
volume = {16},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/ol501605h},
number = {13},
pages = {3592--3595},
doi = {10.1021/ol501605h}
}
MLA
Cite this
MLA Copy
Wang, Shaoyin, et al. “Lewis Acid Catalyzed Cascade Reaction to Carbazoles and Naphthalenes via Dehydrative [3 + 3]-Annulation.” Organic Letters, vol. 16, no. 13, Jun. 2014, pp. 3592-3595. https://doi.org/10.1021/ol501605h.