4.5 Article

Domino Reaction of ortho-Carbonylated Alkyne-Substituted Arylaldehydes with Arylsulfinic Acids: Efficient Access to Sulfonyl-Functionalized Indanones

期刊

ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 6, 期 7, 页码 921-926

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201700210

关键词

cyclization; domino reactions; indanones; reaction mechanisms; synthetic methods

资金

  1. NSFC [21402106]
  2. SRF for the ROCS fromSEM projects [20141685]
  3. Shandong Natural Science Foundation [ZR2014BQ024, ZR2013BM007]
  4. Higher Educational Science and Technology Program [J15LA02]
  5. Research Startup Foundation of Qufu Normal University [bsqd20130115]

向作者/读者索取更多资源

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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