Base-Promoted Formal (3 + 2) Cycloaddition of α-Halohydroxamates with Electron-Deficient Alkenyl-iminoindolines To Synthesize Spiro-indolinepyrrolidinones
Тип публикации: Journal Article
Дата публикации: 2023-10-04
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
37789599
Organic Chemistry
Краткое описание
Construction of pyrrolidinyl-spiroindoles with easily available starting materials has attracted considerable attention from the synthesis community and is in great demand. Here, we describe a base-promoted formal (3 + 2) cycloaddition of α-halohydroxamates with alkenyl-iminoindolines. The present methodology features mild reaction conditions and a broad substrate scope with up to 99% yield and excellent diastereoselectivity. The versatility of this approach is demonstrated through valuable synthetic transformations. Preliminary mechanistic studies shed light on the mechanism of this cycloaddition process.
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Zhang X. et al. Base-Promoted Formal (3 + 2) Cycloaddition of α-Halohydroxamates with Electron-Deficient Alkenyl-iminoindolines To Synthesize Spiro-indolinepyrrolidinones // Journal of Organic Chemistry. 2023. Vol. 88. No. 20. pp. 14619-14633.
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Zhang X., Dai H. Yu., Dai H., Liu W., Zeng R., DAI Z., Wang Y., Yapeng Wang, LI J., Li Q. Z., Han B. Base-Promoted Formal (3 + 2) Cycloaddition of α-Halohydroxamates with Electron-Deficient Alkenyl-iminoindolines To Synthesize Spiro-indolinepyrrolidinones // Journal of Organic Chemistry. 2023. Vol. 88. No. 20. pp. 14619-14633.
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TY - JOUR
DO - 10.1021/acs.joc.3c01619
UR - https://pubs.acs.org/doi/10.1021/acs.joc.3c01619
TI - Base-Promoted Formal (3 + 2) Cycloaddition of α-Halohydroxamates with Electron-Deficient Alkenyl-iminoindolines To Synthesize Spiro-indolinepyrrolidinones
T2 - Journal of Organic Chemistry
AU - Zhang, Xiang
AU - Dai, Hai Yu
AU - Dai, Hai-Yu
AU - Liu, Wan-Cong
AU - Zeng, Rong
AU - DAI, ZHEN
AU - Wang, Ya-Peng
AU - Yapeng Wang
AU - LI, JUNLONG
AU - Li, Qing Zhu
AU - Han, Bo
PY - 2023
DA - 2023/10/04
PB - American Chemical Society (ACS)
SP - 14619-14633
IS - 20
VL - 88
PMID - 37789599
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2023_Zhang,
author = {Xiang Zhang and Hai Yu Dai and Hai-Yu Dai and Wan-Cong Liu and Rong Zeng and ZHEN DAI and Ya-Peng Wang and Yapeng Wang and JUNLONG LI and Qing Zhu Li and Bo Han},
title = {Base-Promoted Formal (3 + 2) Cycloaddition of α-Halohydroxamates with Electron-Deficient Alkenyl-iminoindolines To Synthesize Spiro-indolinepyrrolidinones},
journal = {Journal of Organic Chemistry},
year = {2023},
volume = {88},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.3c01619},
number = {20},
pages = {14619--14633},
doi = {10.1021/acs.joc.3c01619}
}
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Zhang, Xiang, et al. “Base-Promoted Formal (3 + 2) Cycloaddition of α-Halohydroxamates with Electron-Deficient Alkenyl-iminoindolines To Synthesize Spiro-indolinepyrrolidinones.” Journal of Organic Chemistry, vol. 88, no. 20, Oct. 2023, pp. 14619-14633. https://pubs.acs.org/doi/10.1021/acs.joc.3c01619.
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