Synthesis of difluoroalkylated 2-azaspiro[4.5]decane derivatives via copper-catalyzed difluoroalkylation/dearomatization of N-benzylacrylamides-Reference-Cited by-同舟云学术

Synthesis of difluoroalkylated 2-azaspiro[4.5]decane derivatives via copper-catalyzed difluoroalkylation/dearomatization of N-benzylacrylamides

Published:2020 Issue:41 Volume:18 Page:8376-8380
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Li Chengwen¹²³⁴⁵,Zhao Yilin¹²³⁴⁵,Zhou Jiaxin¹²³⁴⁵,Wang Xue¹²³⁴⁵,Hou Jingli¹²³⁴⁵^ORCID,Song Yuguang¹²³⁴⁵^ORCID,Liu Wenjuan⁶⁷⁸⁵,Han Guifang¹²³⁴⁵^ORCID

Affiliation:

1. Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics

2. School of Pharmacy

3. Tianjin Medical University

4. Tianjin 300070

5. P. R. China

6. Jiangsu Duxingzhiyuan New Material Technology Co. Ltd

7. Nantong

8. 226300

Abstract

A copper-catalyzed synthesis of difluoroalkylated spiro-azacycles from N-benzylacrylamides is presented. The reaction involves the β-difluoroalkylation of acrylamide, 5-exo cyclization, and dearomatization.

Funder

National Natural Science Foundation of China

Tianjin Science and Technology Committee

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/OB/D0OB01833C

Reference74 articles.

1. Dearomatization Strategies in the Synthesis of Complex Natural Products

2. All-carbon quaternary centers in natural products and medicinal chemistry: recent advances

3. ipso-Cyclization: an emerging tool for multifunctional spirocyclohexadienones

4. Recent Advances in the Construction of Spiro Compounds via Radical Dearomatization

5. Catalytic asymmetric dearomatization (CADA) reactions of phenol and aniline derivatives

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