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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Letter Article

DMAP-Promoted Cascade Reaction of α-Ketoester with Benzylidene- Malononitrile: Access Polyfunctionalized 2-Amino-3-Cyano-4H-Pyran Containing Ester Motifs

Author(s): Chuan-Bao Zhang*, Hong-Tao Wang, Ze-Yue Zhao, Li-Fang Lou, Jiang-Tao Zhao, Yang Geng, Bai-Qiang Zhai and Ye Tian*

Volume 20, Issue 6, 2023

Published on: 27 February, 2023

Page: [495 - 500] Pages: 6

DOI: 10.2174/1570178620666230131145824

Price: $65

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Abstract

A base-promoted cascade reaction of α-ketoester with benzylidene-malononitrile was developed under mild reaction conditions, which enabled the synthesis of polyfunctionalized 2-amino- 3-cyano-4H-pyrans containing ester motifs at 6-position with good to excellent yields. These transformations not only construct various polyfunctionalized 4H-pyrans, which add a new member to the family of 4H-pyrans, but also provide an efficient approach for the synthesis of fully substituted 4Hpyran derivatives.

Keywords: Cascade reaction, polyfunctionalized 4H-pyrans, α-Ketoester, benzylidene-malononitrile, 2-Amino-3-cyano-4Hpyrans, multi-component one-pot cascade reaction.

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