volume 365 issue 14 pages 2338-2343

Regioselective Synthesis of 1,4‐dienes via Palladium‐Catalyzed Oxidative Allylation of N‐Tosylhydrazones

Publication typeJournal Article
Publication date2023-07-04
scimago Q1
wos Q1
SJR0.930
CiteScore8.0
Impact factor4.0
ISSN16154150, 16154169
General Chemistry
Abstract

A palladium‐catalyzed allylic C−H oxidative allylation of N‐tosylhydrazones to synthesize skipped 1,4‐dienes is demonstrated. This direct allylic alkylation reaction has excellent site selectivity, tolerates a wide range of functional groups, and affords 1,4‐dienes in moderate to good yield. Moreover, this olefination method allows the regio‐ and stereoselective synthesis of 1,4‐dienes containing a trisubstituted alkene. Preliminary mechanistic studies reveal that the reaction undergoes allylic C(sp3)−H activation and a subsequent carbene migratory insertion.

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GOST Copy
Jin Y. et al. Regioselective Synthesis of 1,4‐dienes via Palladium‐Catalyzed Oxidative Allylation of N‐Tosylhydrazones // Advanced Synthesis and Catalysis. 2023. Vol. 365. No. 14. pp. 2338-2343.
GOST all authors (up to 50) Copy
Jin Y., Li C., Wu W., Jiang H. Regioselective Synthesis of 1,4‐dienes via Palladium‐Catalyzed Oxidative Allylation of N‐Tosylhydrazones // Advanced Synthesis and Catalysis. 2023. Vol. 365. No. 14. pp. 2338-2343.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/adsc.202300319
UR - https://doi.org/10.1002/adsc.202300319
TI - Regioselective Synthesis of 1,4‐dienes via Palladium‐Catalyzed Oxidative Allylation of N‐Tosylhydrazones
T2 - Advanced Synthesis and Catalysis
AU - Jin, Yangbin
AU - Li, Chunsheng
AU - Wu, Wanqing
AU - Jiang, Huanfeng
PY - 2023
DA - 2023/07/04
PB - Wiley
SP - 2338-2343
IS - 14
VL - 365
SN - 1615-4150
SN - 1615-4169
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2023_Jin,
author = {Yangbin Jin and Chunsheng Li and Wanqing Wu and Huanfeng Jiang},
title = {Regioselective Synthesis of 1,4‐dienes via Palladium‐Catalyzed Oxidative Allylation of N‐Tosylhydrazones},
journal = {Advanced Synthesis and Catalysis},
year = {2023},
volume = {365},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/adsc.202300319},
number = {14},
pages = {2338--2343},
doi = {10.1002/adsc.202300319}
}
MLA
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MLA Copy
Jin, Yangbin, et al. “Regioselective Synthesis of 1,4‐dienes via Palladium‐Catalyzed Oxidative Allylation of N‐Tosylhydrazones.” Advanced Synthesis and Catalysis, vol. 365, no. 14, Jul. 2023, pp. 2338-2343. https://doi.org/10.1002/adsc.202300319.