Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 6, Issue 7, Pages 921-926Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201700210
Keywords
cyclization; domino reactions; indanones; reaction mechanisms; synthetic methods
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Funding
- NSFC [21402106]
- SRF for the ROCS fromSEM projects [20141685]
- Shandong Natural Science Foundation [ZR2014BQ024, ZR2013BM007]
- Higher Educational Science and Technology Program [J15LA02]
- Research Startup Foundation of Qufu Normal University [bsqd20130115]
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An acid-mediated domino reaction of ortho-carbonylated alkynyl arylaldehydes with arylsulfinic acids provides rapid access to a variety of sulfonyl-functionalized indanones in high yields. The proposed reaction mechanism involves a domino process that comprises the hydrolysis of an ynone motif, a Knoevenagel condensation reaction, and a thia-Michael addition reaction. Thus, a one-step operation enables the formation of C-C and C-S bonds. This transformation benefits from simple reaction conditions, readily available starting materials, and good substrate scope.
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