NHC-catalyzed β-specific addition of N-based nucleophiles to allenoates-Reference-Cited by-同舟云学术

NHC-catalyzed β-specific addition of N-based nucleophiles to allenoates

Published:2020 Issue:13 Volume:7 Page:1593-1599
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Wu Wenchao¹²³⁴⁵,Xu Shuangli¹²³⁴⁵,Zhang Yan¹²³⁴⁵,Wang Xiu¹²³⁴⁵,Li Ruotong¹²³⁴⁵,Sun Fang¹²³⁴⁵,Yu Chenxia¹²³⁴⁵,Li Tuanjie¹²³⁴⁵,Wei Donghui⁶⁷⁸⁵^ORCID,Yao Changsheng¹²³⁴⁵^ORCID

Affiliation:

1. Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials

2. School of Chemistry and Materials Science

3. Jiangsu Normal University

4. Xuzhou

5. P R China

6. The College of Chemistry and Institute of Green Chemistry

7. Zhengzhou University

8. Zhengzhou

Abstract

N-heterocyclic carbene (NHC) catalyzed reactions of nitrogenous heterocycles or trifluoromethylated acylhydrazone with allenoates gave regiospecific β-adducts. DFT calculations rationalized the origination of regio- and E/Z selectivities.

Funder

National Natural Science Foundation of China

Priority Academic Program Development of Jiangsu Higher Education Institutions

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/QO/D0QO00189A

Reference85 articles.

1. Electrophilic addition to allenic derivatives: selectivity, regio- and stereochemistry and mechanisms

2. Reactions of Electron-Deficient Alkynes and Allenes under Phosphine Catalysis