Synthesis of Carbazoles and 1,2-Dihydrocarbazoles by Domino ‘Twofold Heck-6π-Electrocyclization’ Reactions of Di- and Tribromo-N-methylindoles
Publication type: Journal Article
Publication date: 2009-06-12
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Organic Chemistry
Abstract
The palladium(0)-catalyzed Heck cross-coupling reaction of 2,3-dibromo- and 2,3,6-tribromo-N-methylindole, using Pd(OAc) 2 as the catalyst and a novel biaryl monophosphine ligand developed by Buchwald and co-workers, afforded the corresponding di- and trialkenylindoles in high yields. The formation of 1,2-dihydrocarbazoles by a domino 'twofold Heck―6π-electrocyclization' was observed when the reaction was carried out at 120 °C rather than 90 °C.
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Langer P., Hussain M. Synthesis of Carbazoles and 1,2-Dihydrocarbazoles by Domino ‘Twofold Heck-6π-Electrocyclization’ Reactions of Di- and Tribromo-N-methylindoles // Synlett. 2009. Vol. 2009. No. 11. pp. 1822-1826.
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Langer P., Hussain M. Synthesis of Carbazoles and 1,2-Dihydrocarbazoles by Domino ‘Twofold Heck-6π-Electrocyclization’ Reactions of Di- and Tribromo-N-methylindoles // Synlett. 2009. Vol. 2009. No. 11. pp. 1822-1826.
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RIS
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TY - JOUR
DO - 10.1055/s-0029-1217357
UR - https://doi.org/10.1055/s-0029-1217357
TI - Synthesis of Carbazoles and 1,2-Dihydrocarbazoles by Domino ‘Twofold Heck-6π-Electrocyclization’ Reactions of Di- and Tribromo-N-methylindoles
T2 - Synlett
AU - Langer, Peter
AU - Hussain, Munawar
PY - 2009
DA - 2009/06/12
PB - Georg Thieme Verlag KG
SP - 1822-1826
IS - 11
VL - 2009
SN - 0936-5214
SN - 1437-2096
ER -
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BibTex (up to 50 authors)
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@article{2009_Langer,
author = {Peter Langer and Munawar Hussain},
title = {Synthesis of Carbazoles and 1,2-Dihydrocarbazoles by Domino ‘Twofold Heck-6π-Electrocyclization’ Reactions of Di- and Tribromo-N-methylindoles},
journal = {Synlett},
year = {2009},
volume = {2009},
publisher = {Georg Thieme Verlag KG},
month = {jun},
url = {https://doi.org/10.1055/s-0029-1217357},
number = {11},
pages = {1822--1826},
doi = {10.1055/s-0029-1217357}
}
Cite this
MLA
Copy
Langer, Peter, and Munawar Hussain. “Synthesis of Carbazoles and 1,2-Dihydrocarbazoles by Domino ‘Twofold Heck-6π-Electrocyclization’ Reactions of Di- and Tribromo-N-methylindoles.” Synlett, vol. 2009, no. 11, Jun. 2009, pp. 1822-1826. https://doi.org/10.1055/s-0029-1217357.