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Oxadiazepine Synthesis by Formal [4+3] Cycloaddition of o ‐Chloromethyl Arylsulfonamides with Nitrones Promoted by NaHCO 3
Author(s) -
Zhang Xiaoke,
Pan Yang,
Liang Peng,
Pang Lu,
Ma Xiaofeng,
Jiao Wei,
Shao Huawu
Publication year - 2018
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.201800663
Subject(s) - chemistry , cycloaddition , atom economy , formal synthesis , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
An effective and facile method for the synthesis of highly substituted 1,2,3,5‐tetrahydrobenzo[ e ][1,2,4]‐oxadiazepines is described. A formal [4+3] cycloaddition of N ‐(2‐(chloromethyl) phenyl) amides with nitrones afforded benzo[ e ][1,2,4]‐oxadiazepine derivatives with high atom economy and excellent yields (up to 97%).
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