Chinese Journal of Organic Chemistry >
N-Heterocyclic Carbene (NHC)-Catalyzed [4+3] Cycloaddition to Synthesize 4-Aminobenzoheptenolactons
Received date: 2023-01-10
Revised date: 2023-02-20
Online published: 2023-03-01
Supported by
National Natural Science Foundation of China(22271071); Natural Science Foundation of Zhejiang Province(LY20B020010)
A highly efficient N-heterocyclic carbene (NHC) catalyzed formal [3+4] cycloaddition reaction of γ-chloroenal with iminoquinones has been developed, producing 4-aminobenzoheptenolactone derivatives in good yields. In order to explore the role of nitroheterocyclic carbene in the site selectivity of the reaction, a theoretical study was carried out using density functional theory. The study showed that the deformation force was the main reason for the difference in site selection.
Chunbo Dai , Siqi Xia , Xiaoyu Chen , Limin Yang . N-Heterocyclic Carbene (NHC)-Catalyzed [4+3] Cycloaddition to Synthesize 4-Aminobenzoheptenolactons[J]. Chinese Journal of Organic Chemistry, 2023 , 43(3) : 1084 -1090 . DOI: 10.6023/cjoc202301011
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