Sulfoximine-Directed Ruthenium-Catalyzed ortho-C–H Alkenylation of (Hetero)Arenes: Synthesis of EP3 Receptor Antagonist Analogue

Yadav, M. Ramu ; Rit, Raja K. ; Shankar, Majji ; Sahoo, Akhila K. (2014) Sulfoximine-Directed Ruthenium-Catalyzed ortho-C–H Alkenylation of (Hetero)Arenes: Synthesis of EP3 Receptor Antagonist Analogue Journal of Organic Chemistry, 79 (13). pp. 6123-6134. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/jo5008465

Related URL: http://dx.doi.org/10.1021/jo5008465

Abstract

The reusable sulfoximine directing-group-assisted Ru(II)-catalyzed chemo- and regioselective ortho-C–H alkenylation of arenes and heteroarenes with acrylates and α,β-unsaturated ketones/vinyl sulfone is shown. The N-aroyl sulfoximine undergoes annulation with diphenylacetylene, delivering isoquinolinones and methyl phenyl sulfoxide. The present protocol is successfully employed for the synthesis of the EP3 receptor antagonist analogue.

Item Type:Article
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ID Code:122445
Deposited On:02 Aug 2021 14:46
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