Synthesis 2022; 54(12): 2907-2915
DOI: 10.1055/a-1743-0191
paper

Ru(II)-Catalyzed C–H Activation and Alkyne Annulation Reaction of Phenyl Indandiones: Synthesis of Spirobi[indene]diones

Authors

  • Bidisha R. Bora

    a   Applied Organic Chemistry, Chemical Sciences & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat 785006, India
    b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India
  • Sabera Sultana

    a   Applied Organic Chemistry, Chemical Sciences & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat 785006, India
  • Bipul Sarma

    c   Department of Chemical Sciences, Tezpur University, Tezpur 784028, India
  • Sanjib Gogoi

    a   Applied Organic Chemistry, Chemical Sciences & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat 785006, India
    b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

The authors thank the Science and Engineering Research Board (SERB) and the Council of Scientific and Industrial Research (CSIR) New Delhi for financial support via the GPP-0367 (CRG/2019/001898) and OLP 2038 projects. B. R. Bora thanks DST for the INSPIRE-SRF fellowship.


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Abstract

A Ru(II)-catalyzed synthesis of spirobi[indene]dione from phenyl indandione and alkyne is reported. This metal-catalyzed cyclization reaction proceeds through hydroxy group directed C(sp2)–H bond activation, keto–enol tautomerization and alkyne annulation pathways.

Supporting Information



Publication History

Received: 13 August 2021

Accepted after revision: 17 January 2022

Accepted Manuscript online:
17 January 2022

Article published online:
28 March 2022

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