Synthesis of C7-Functionalized Indoles through an Aromaticity Destruction–Reconstruction Process
Publication type: Journal Article
Publication date: 2022-04-04
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
35377659
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A process for the synthesis of C7-functionalized indoles using para-substituted 2-alkynylanilines as starting materials was reported. The process involves a dearomatization, an 1,2-addition by organic lithium or Grignard reagents, an aromatization-driven allylic rearrangement, and a cyclization. A variety of groups including alkyl, aryl, alkenyl, or alkynyl groups were selectively installed at the C7 site of indoles leading to the formation of 2,5,7-trisubstituted indoles.
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Total citations:
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Citations from 2025:
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(42.86%)
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GOST
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Xu T., He Q., Fan R. Synthesis of C7-Functionalized Indoles through an Aromaticity Destruction–Reconstruction Process // Organic Letters. 2022. Vol. 24. No. 14. pp. 2665-2669.
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Xu T., He Q., Fan R. Synthesis of C7-Functionalized Indoles through an Aromaticity Destruction–Reconstruction Process // Organic Letters. 2022. Vol. 24. No. 14. pp. 2665-2669.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.2c00733
UR - https://doi.org/10.1021/acs.orglett.2c00733
TI - Synthesis of C7-Functionalized Indoles through an Aromaticity Destruction–Reconstruction Process
T2 - Organic Letters
AU - Xu, Tingxuan
AU - He, Qiuqin
AU - Fan, Ren-Hua
PY - 2022
DA - 2022/04/04
PB - American Chemical Society (ACS)
SP - 2665-2669
IS - 14
VL - 24
PMID - 35377659
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2022_Xu,
author = {Tingxuan Xu and Qiuqin He and Ren-Hua Fan},
title = {Synthesis of C7-Functionalized Indoles through an Aromaticity Destruction–Reconstruction Process},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.2c00733},
number = {14},
pages = {2665--2669},
doi = {10.1021/acs.orglett.2c00733}
}
Cite this
MLA
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Xu, Tingxuan, et al. “Synthesis of C7-Functionalized Indoles through an Aromaticity Destruction–Reconstruction Process.” Organic Letters, vol. 24, no. 14, Apr. 2022, pp. 2665-2669. https://doi.org/10.1021/acs.orglett.2c00733.