Synthesis 2024; 56(23): 3621-3629
DOI: 10.1055/s-0043-1773493
paper

Efficient Synthesis of Benzospirocyclohexadienones via PIFA-Promoted Intramolecular Dearomative Spiroannulation

Xinkun An
,
Tingting Zhang
,
Haoyun Ma
,
Xie He
,
Mingan Wang
This work was financially supported by the National Natural Science Foundation of China (21772229).


Abstract

A rapid and convenient method for the synthesis of differently substituted spiro[cyclohexane-1,1′-isochromane]-2,5-dien-4-one derivatives via phenyliodine(III) bis(trifluoroacetate) (PIFA)-promoted intramolecular oxidative dearomatization at the para position is disclosed, with the aim of building a library of new spirocyclohexadienone scaffolds. Subsequently, this strategy is modified to access novel cyclohexanedienone-containing polycyclic compounds.

Supporting Information



Publication History

Received: 09 August 2024

Accepted after revision: 07 October 2024

Article published online:
22 October 2024

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