Convergent Synthesis of Triindanone-Fused Spiro[bicyclo[2.2.2]octane-2,3′-indolines] via Domino Reaction of 1,3-Indanedione and 3-Methyleneoxindoles
Тип публикации: Journal Article
Дата публикации: 2020-11-09
scimago Q1
wos Q1
white level БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
33166154
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A triethylamine-promoted domino reaction of three molecular 1,3-indanediones with various 3-methyleneoxindoles in refluxing ethanol has been developed. Series of novel polycyclic triindanone-fused spiro[bicyclo[2.2.2]octane-2,3'-indoline] derivatives were successfully synthesized in satisfactory yields with high diastereoselectivity. This domino reaction was accomplished with in situ generation of active cyclic dienes by base-promoted cyclotrimerization or cyclotetramerization of 1,3-indanediones and sequential Diels-Alder reaction of active cyclic dienes with dienophilic 3-methyleneoxindoles.
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Liu D. et al. Convergent Synthesis of Triindanone-Fused Spiro[bicyclo[2.2.2]octane-2,3′-indolines] via Domino Reaction of 1,3-Indanedione and 3-Methyleneoxindoles // Organic Letters. 2020. Vol. 22. No. 22. pp. 8931-8936.
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Liu D., Cao J., Sun J., Liu R., Yan C. Convergent Synthesis of Triindanone-Fused Spiro[bicyclo[2.2.2]octane-2,3′-indolines] via Domino Reaction of 1,3-Indanedione and 3-Methyleneoxindoles // Organic Letters. 2020. Vol. 22. No. 22. pp. 8931-8936.
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TY - JOUR
DO - 10.1021/acs.orglett.0c03331
UR - https://doi.org/10.1021/acs.orglett.0c03331
TI - Convergent Synthesis of Triindanone-Fused Spiro[bicyclo[2.2.2]octane-2,3′-indolines] via Domino Reaction of 1,3-Indanedione and 3-Methyleneoxindoles
T2 - Organic Letters
AU - Liu, Dan
AU - Cao, Jun
AU - Sun, Jing
AU - Liu, Ruzhang
AU - Yan, Chaoguo
PY - 2020
DA - 2020/11/09
PB - American Chemical Society (ACS)
SP - 8931-8936
IS - 22
VL - 22
PMID - 33166154
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2020_Liu,
author = {Dan Liu and Jun Cao and Jing Sun and Ruzhang Liu and Chaoguo Yan},
title = {Convergent Synthesis of Triindanone-Fused Spiro[bicyclo[2.2.2]octane-2,3′-indolines] via Domino Reaction of 1,3-Indanedione and 3-Methyleneoxindoles},
journal = {Organic Letters},
year = {2020},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.orglett.0c03331},
number = {22},
pages = {8931--8936},
doi = {10.1021/acs.orglett.0c03331}
}
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MLA
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Liu, Dan, et al. “Convergent Synthesis of Triindanone-Fused Spiro[bicyclo[2.2.2]octane-2,3′-indolines] via Domino Reaction of 1,3-Indanedione and 3-Methyleneoxindoles.” Organic Letters, vol. 22, no. 22, Nov. 2020, pp. 8931-8936. https://doi.org/10.1021/acs.orglett.0c03331.
