Michael Addition Reactions of Highly Basic Enolates for the Formation of 2‐(Tosylamino)Dihydrochalcones | Zendy

Zheng Jing | Zendy; Meng Zhongrong | Zendy; Lu Doudou | Zendy; Zhao Dongxin | Zendy; Chen Qinfang | Zendy; Yang Weiran | Zendy

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Michael Addition Reactions of Highly Basic Enolates for the Formation of 2‐(Tosylamino)Dihydrochalcones

Author(s) -

Zheng Jing,

Meng Zhongrong,

Lu Doudou,

Zhao Dongxin,

Chen Qinfang,

Yang Weiran

Publication year - 2019

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201900514

Subject(s) - chemistry , tetramethylammonium , ketone , yield (engineering) , fluoride , reaction conditions , tetramethylammonium hydroxide , organic chemistry , combinatorial chemistry , catalysis , ion , inorganic chemistry , materials science , metallurgy

A protocol for the reaction of ketone or ester enolates with aza‐ o ‐quinodimethanes (aza‐o‐QMs) formed in situ is reported via a 1,4‐elimination in the presence of tetramethylammonium fluoride (TMAF). The reaction partners were reacted to provide a wide variety of substituted 2‐(tosylamino)dihydrochalcones in 45–97% yield in a single reaction sequence in one pot under mild condition. Additionally, various 2‐(tosylamino)dihydrochalcones could be easily converted to form diverse heterocycles.

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