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Efficient Synthesis of 3,6‐Dihydro‐2H‐pyrans via [3+2+1] Annulation Based on the Heteroatom‐free Tri‐atom Donor
Author(s) -
Li Hui,
Liu Haiping,
Liu Yufeng,
Cao Zhongzhong,
Su Miaodong,
Fu Meiqiang,
Luo Weiping,
Liu Qiang,
Guo Cancheng
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900900
Subject(s) - heteroatom , annulation , chemistry , aldehyde , atom (system on chip) , carbon atom , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , ring (chemistry) , computer science , embedded system
A new [3+2+1] annulation strategy based on the heteroatom‐free tri‐atom donor to synthesize 3,6‐dihydro‐2 H ‐pyrans has been developed. In this method, 2‐arylpropylene served as tri‐atom donor to contribute three carbon atoms, the heteroatom was provided by aldehyde, and DMSO served as one carbon donor and solvent. This annulation reaction gave 3,6‐dihydro‐2 H ‐pyrans in moderate to good yields. Based on the control experiments, a possible mechanism was proposed.