Synthesis 2024; 56(20): 3191-3198
DOI: 10.1055/a-2359-8967
paper

Silver-Catalyzed Dearomative [3+2] Spiroannulation of Aryl Oxamic Acids with Alkynes

Cheng-An Jin
a   College of Chemical Engineering, State Key Laboratory Breeding Base of Green-Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou 310014, P. R. of China
b   College of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing 312000, P. R. of China
,
Ren-Xiao Liang
a   College of Chemical Engineering, State Key Laboratory Breeding Base of Green-Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou 310014, P. R. of China
,
Yi-Xia Jia
a   College of Chemical Engineering, State Key Laboratory Breeding Base of Green-Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou 310014, P. R. of China
c   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
› Author Affiliations
We are grateful for the financial support from the National Natural Science Foundation of China (22371255, 22371254, and 22071217), Natural Science Foundation of Zhejiang Province (LY22B020008, LZ23B020006), and the Fundamental Research Funds for the Provincial Universities of Zhejiang (RF-B2023003).


Abstract

A silver-catalyzed dearomative decarboxylative [3+2] spiroannulation of aryl oxamic acids with alkynes is described. The reaction provides reliable access to a range of azaspiro[4,5]trienones in moderate yields in aqueous media. In addition, the reaction exhibits a broad substrate scope and good functional group compatibility.

Supporting Information



Publication History

Received: 03 June 2024

Accepted after revision: 03 July 2024

Accepted Manuscript online:
03 July 2024

Article published online:
24 July 2024

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