Journal
ORGANIC LETTERS
Volume 20, Issue 17, Pages 5144-5148Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02068
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Funding
- SERB [EMR/2014/385]
- University of Hyderabad (UoH)
- University of Hyderabad (UPE-CAS)
- University of Hyderabad (PURSE-FIST)
- CSIR, India
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With the aid of a transformable sulfoximine directing group, unprecedented one-pot unsymmetrical double annulations {[4 + 2] and [4 + 2]} of hetero(arenes) with alkynes are revealed under Ru(II) catalysis. Functionalization of both ortho-C-H bonds of (hetero)arene is reflected in the building of unusual 6,6-fused pyranoisoquinoline skeletons. Construction of four [(C-C)-(C-N) and (C-C) (C-O)] bonds occurs in one step under single catalytic conditions. The challenging unsymmetrical double annulations of both o-C-H bonds of arenes with two distinct alkynes is effectively demonstrated. Control experiments and deuterium scrambling findings are shown.
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