Preparation of 2,3-disubstituted indoles from indole-3-carboxylic acids and amides by α-deprotonation

Cheryl D Buttery
Richard G. Jones
David W. Knight
Publication typeJournal Article
Publication date1993-01-01
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ISSN0300922X, 13645463, 14727781
General Medicine
Abstract
Direct deprotonations have been used to obtain the 2(α)-lithiated indole-3-carboxylate dianions 8 and 14, together with the related 2(α)-lithiated indole-3-carboxamide monoanions 18 and 20b from the parent compounds. These four intermediates are useful for the preparation of 2.3-disubstituted indoles, especially by condensations with aldehydes and ketones and by alkylations using primary alkyl iodides.
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Buttery C. D., Jones R. G., Knight D. W. Preparation of 2,3-disubstituted indoles from indole-3-carboxylic acids and amides by α-deprotonation // Journal of the Chemical Society Perkin Transactions 1. 1993. Vol. 13. pp. 1425-1431.
GOST all authors (up to 50) Copy
Buttery C. D., Jones R. G., Knight D. W. Preparation of 2,3-disubstituted indoles from indole-3-carboxylic acids and amides by α-deprotonation // Journal of the Chemical Society Perkin Transactions 1. 1993. Vol. 13. pp. 1425-1431.
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RIS Copy
TY - JOUR
DO - 10.1039/p19930001425
UR - https://doi.org/10.1039/p19930001425
TI - Preparation of 2,3-disubstituted indoles from indole-3-carboxylic acids and amides by α-deprotonation
T2 - Journal of the Chemical Society Perkin Transactions 1
AU - Buttery, Cheryl D
AU - Jones, Richard G.
AU - Knight, David W.
PY - 1993
DA - 1993/01/01
PB - Royal Society of Chemistry (RSC)
SP - 1425-1431
IS - 13
SN - 0300-922X
SN - 1364-5463
SN - 1472-7781
ER -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@article{1993_Buttery,
author = {Cheryl D Buttery and Richard G. Jones and David W. Knight},
title = {Preparation of 2,3-disubstituted indoles from indole-3-carboxylic acids and amides by α-deprotonation},
journal = {Journal of the Chemical Society Perkin Transactions 1},
year = {1993},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/p19930001425},
number = {13},
pages = {1425--1431},
doi = {10.1039/p19930001425}
}