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

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
› Author Affiliations
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.


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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