Palladium-Catalyzed Alkenylation of Azaarylmethylamines with Vinyl Halides
By: Duan, Shengzu; Li, Minyan; Ma, Xueqiong; Chen, Wen; Li, Liang; Zhang, Hongbin; Yang, Xiaodong; Walsh, Patrick J.
ADVANCED SYNTHESIS & CATALYSIS
Volume:
360
Issue:
24
Pages:
4837-4842
DOI:
10.1002/adsc.201801045
Published:
DEC 21 2018
Document Type:Article
ADVANCED SYNTHESIS & CATALYSIS
Impact Factor
| JCR® Category |
Rank in Category |
Quartile in Category |
| CHEMISTRY, APPLIED |
3 of 72 |
Q1 |
| CHEMISTRY, ORGANIC |
7 of 57 |
Q1 |
Data from the 2017 edition of Journal Citation Reports
Publisher WILEY-V C H VERLAG GMBH, POSTFACH 101161, 69451 WEINHEIM, GERMANY
ISSN:
1615-4150
eISSN:
1615-4169
Research Domain
Chemistry
Abstract
A general and versatile alkenylation protocol for the synthesis of vinyl-azaarylmethyl-amines has been developed. Enabled by a palladium/NIXANTPHOS catalyst, this protocol provides efficient access to a large variety of N-heterocycles bearing allylic amines in up to 98% yield. A wide variety of azaarylmethylamines bearing 2-pyridylmethyl, 4-pyridylmethyl, 2-(aminomethyl)quinoline aryl motifs and diverse 5 to 7 membered cyclic amines were well tolerated. A gram scale reaction was also used to demonstrate the scalability. This method can be readily adopted by medicinal chemists to prepare valuable scaffolds that were previously difficult to access.
Author Information
Yunnan Univ, Minist Educ & Yunnan Prov, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resources, Kunming 650091, Yunnan, Peoples R China
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Penn Merck Lab High Throughput Experimentat, Philadelphia, PA 19104 USA
全文链接：https://onlinelibrary.wiley.com/doi/full/10.1002/adsc.201801045
