Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton.
Тип публикации: Journal Article
Дата публикации: 2011-12-08
scimago Q3
wos Q3
БС2
SJR: 0.349
CiteScore: 2.7
Impact factor: 1.3
ISSN: 00092363, 13475223
General Chemistry
Drug Discovery
General Medicine
Краткое описание
Reaction of 2, 3-dihydro-7-methoxy-6-methyl-1H-pyrrolo [1, 2-a] indole-9-carboxaldehydes (2), (3), (4), (5), and (6) with thiolacetic acid in the presence of 6 N sulphuric acid at room temperature gave 9-diacetylthiomethyl-2, 3-dihydro-7-methoxy-6-methyl-1H-pyrrolo [1, 2-a] indoles (12), (13), (14), (15), and (16), respectively. The same reaction of the compound (2) at 0° afforded 1-acetoxy-9-diacetylthiomethyl-2, 3-dihydro-7-methoxy-6-methyl-8-nitro-1H-pyrrolo [1, 2-a] indole (11). Successive treatment of the compound (11) with absolute methanol in the presence of sodium methoxide gave 2, 3-dihydro-1-hydroxy-7-methoxy-9-dimethoxymethyl-6-methyl-8-nitro-1H-pyrrolo [1, 2-a] indole (17).
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Kametani T. et al. Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton. // Chemical and Pharmaceutical Bulletin. 2011. Vol. 26. No. 6. pp. 1918-1922.
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Kametani T., KIGAWA Y., TAKAHASHI K., Nemoto H., FUKUMOTO K. Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton. // Chemical and Pharmaceutical Bulletin. 2011. Vol. 26. No. 6. pp. 1918-1922.
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TY - JOUR
DO - 10.1248/cpb.26.1918
UR - https://doi.org/10.1248/cpb.26.1918
TI - Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton.
T2 - Chemical and Pharmaceutical Bulletin
AU - Kametani, Tetsuji
AU - KIGAWA, YOSHIO
AU - TAKAHASHI, Kimio
AU - Nemoto, Hideo
AU - FUKUMOTO, Keiichiro
PY - 2011
DA - 2011/12/08
PB - Pharmaceutical Society of Japan
SP - 1918-1922
IS - 6
VL - 26
SN - 0009-2363
SN - 1347-5223
ER -
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@article{2011_Kametani,
author = {Tetsuji Kametani and YOSHIO KIGAWA and Kimio TAKAHASHI and Hideo Nemoto and Keiichiro FUKUMOTO},
title = {Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton.},
journal = {Chemical and Pharmaceutical Bulletin},
year = {2011},
volume = {26},
publisher = {Pharmaceutical Society of Japan},
month = {dec},
url = {https://doi.org/10.1248/cpb.26.1918},
number = {6},
pages = {1918--1922},
doi = {10.1248/cpb.26.1918}
}
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Kametani, Tetsuji, et al. “Studies on the syntheses of heterocyclic compounds. DCCLIV. A novel method for acetalisation of formyl group at the C3-position of 2,3-dihydro-1H-pyrrolo[1,2-a]indole skeleton..” Chemical and Pharmaceutical Bulletin, vol. 26, no. 6, Dec. 2011, pp. 1918-1922. https://doi.org/10.1248/cpb.26.1918.