Synthesis of Substituted Piperidines via Cationic Palladium(II)-Catalyzed Reductive Coupling of N-Tosyl-Tethered Alkynones-Reference-Cited by-同舟云学术

Synthesis of Substituted Piperidines via Cationic Palladium(II)-Catalyzed Reductive Coupling of N-Tosyl-Tethered Alkynones

Published:2017-05-03 Issue:20 Volume:49 Page:4687-4692
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Zhang Xiaojuan¹,Han Xiuling¹,Hu Zhiyong¹,Lu Xiyan¹

Affiliation:

1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences

Abstract

A cationic palladium(II) complex catalyzed reductive coupling of N-tosyl-tethered alkynones for the synthesis of functionalized piperidines was successfully developed. This reaction was initiated by hydropalladation of the alkyne and quenched by addition to the intramolecular carbonyl group. The substituent on the alkyne is key to the reaction.

Funder

We thank the National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1588803.pdf

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Divergent Syntheses of Indoles and Quinolines Involving N1–C2–C3 Bond Formation through Two Distinct Pd Catalyses;Organic Letters;2020-10-13

2. Palladium(II)-Catalyzed Reductive Cyclization of N-Tosyl-Tethered 1,7-Enynes: Enantioselective Synthesis of 1,2,3,4-Tetrahydroquinolines;Organic Letters;2019-09-26

3. Palladium(II)-Catalyzed Redox-Neutral Cyclizations of Alkynes Containing Alkenyl or Electrophilic Functional Groups: A Convenient Synthesis of Carbocycles and Heterocycles;Synlett;2018-08-23

4. Cationic Palladium(II)-Catalyzed Reductive Cyclization of Alkynyl Cyclohexadienones;The Journal of Organic Chemistry;2017-12-29