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Citation: Xiyuan Zhang, Rui Dong, Yang Yang, Jiapeng Ding, Zhiwei Miao. Palladium-Catalyzed Tandem Cyclization of 4-Vinylbenzoxazinone and Indene-2-carbaldehyde: A Comprehensive Organic Chemistry Experiment[J]. University Chemistry, ;2025, 40(9): 361-367. doi: 10.12461/PKU.DXHX202410062 shu

Palladium-Catalyzed Tandem Cyclization of 4-Vinylbenzoxazinone and Indene-2-carbaldehyde: A Comprehensive Organic Chemistry Experiment

State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China

Corresponding author: Zhiwei Miao, miaozhiwei@nankai.edu.cn
Received Date: 21 October 2024
Accepted Date: 16 January 2025

Comprehensive organic chemistry experiments constitute a fundamental component of chemical education, serving to significantly enhance undergraduates’ basic laboratory skills while deepening their understanding of specialized knowledge. This foundation proves crucial for future academic pursuits and professional development. We present herein an integrated organic chemistry experiment involving the palladium-catalyzed tandem cyclization of 4-vinylbenzoxazinone and indene-2-carbaldehyde to synthesize 12-vinyl-7,12-dihydrobenzo[b]indeno[1,2-e]azepine. The product structure was characterized using high-resolution mass spectrometry (HRMS), along with ¹H and ¹³C nuclear magnetic resonance spectroscopy.
- Comprehensive organic chemistry experiment,
- Tandem cyclization,
- Palladium catalysis,
- Synthesis and structural characterization
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