Organic and Biomolecular Chemistry, volume 14, issue 5, pages 1519-1530
O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis.
Publication type: Journal Article
Publication date: 2016-01-01
Journal:
Organic and Biomolecular Chemistry
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 3.2
ISSN: 14770520, 14770539
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
O-Acyl oximes are versatile building blocks being widely applied in organic synthesis, especially for N-heterocycle construction under transition metal catalysis. In the last decade, aza-Heck cyclization using oximes has been progressing in the preparation of functionalized pyrrolines, and instead of Pd catalysis, copper-based catalytic systems were found to work well in some cases. O-Acyl oximes as oxidizing directing groups have attracted intensive attention in transition metal-mediated C-H activation reactions, which avoid the use of external oxidants to feature advantages including mild reaction conditions, higher levels of reactivities, chemo-selectivities, etc. Moreover, catalytic α C(sp(3))-H functionalization of O-acyl oximes and subsequent annulations provide a lot of opportunities for novel N-heterocycle synthesis. These transformations feature certain advantages: diversified and poly-functionalized products, mild and easy handling conditions, oximes serving as an internal oxidant to avoid the use of external oxidants, and so forth.
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Huang H., Cai J., Deng G. O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis. // Organic and Biomolecular Chemistry. 2016. Vol. 14. No. 5. pp. 1519-1530.
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Huang H., Cai J., Deng G. O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis. // Organic and Biomolecular Chemistry. 2016. Vol. 14. No. 5. pp. 1519-1530.
Cite this
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TY - JOUR
DO - 10.1039/C5OB02417J
UR - https://doi.org/10.1039/C5OB02417J
TI - O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis.
T2 - Organic and Biomolecular Chemistry
AU - Cai, Jinhui
AU - Huang, Huawen
AU - Deng, Guojun
PY - 2016
DA - 2016/01/01
PB - Royal Society of Chemistry (RSC)
SP - 1519-1530
IS - 5
VL - 14
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2016_Huang,
author = {Jinhui Cai and Huawen Huang and Guojun Deng},
title = {O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis.},
journal = {Organic and Biomolecular Chemistry},
year = {2016},
volume = {14},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/C5OB02417J},
number = {5},
pages = {1519--1530},
doi = {10.1039/C5OB02417J}
}
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Huang, Huawen, et al. “O-Acyl oximes: versatile building blocks for N-heterocycle formation in recent transition metal catalysis..” Organic and Biomolecular Chemistry, vol. 14, no. 5, Jan. 2016, pp. 1519-1530. https://doi.org/10.1039/C5OB02417J.