Ir(III)-Catalyzed Dual C-H Activation of 2-Aryl Phthalazinediones and 3-Aryl-2 H -benzo[ e ][1,2,4]thiadiazine-1,1-dioxides for the Construction of Spiro-Fused Cyclic Frameworks

An Ir(III)-catalyzed double C-H activation strategy has been developed for the synthesis of highly rigid spiro frameworks by means of -functionalization of 2-aryl phthalazinediones and 2,3-diphenylcycloprop-2-en-1-ones using the Ir(III)/AgSbF catalytic system. Similarly, 3-aryl-2 -benzo[ ][1,2,4]thi...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-03, Vol.88 (5), p.2758-2772
Main Authors: Yogananda Chary, Devulapally, Soumya Reddy, Minpoor, Ajay, Chidrawar, Sridhar, Balasubramanian, V Subba Reddy, Basi
Format: Article
Language:English
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Summary:An Ir(III)-catalyzed double C-H activation strategy has been developed for the synthesis of highly rigid spiro frameworks by means of -functionalization of 2-aryl phthalazinediones and 2,3-diphenylcycloprop-2-en-1-ones using the Ir(III)/AgSbF catalytic system. Similarly, 3-aryl-2 -benzo[ ][1,2,4]thiadiazine-1,1-dioxides undergo smooth cyclization with 2,3-diphenylcycloprop-2-en-1-ones to afford a diverse range of spiro compounds in good yields with excellent selectivity. Additionally, 2-arylindazoles provide the corresponding chalcone derivatives under similar reaction conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02333