4.7 Article

An Efficient Route to 2-Substituted N-(1-Amino-3-methylpyrrol)amides by Ring-Opening Cyclization of Benzylidene- and Alkylidenecyclopropylcarbaldehydes with Hydrazides

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 16, 页码 5983-5986

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AMER CHEMICAL SOC
DOI: 10.1021/jo900730t

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资金

  1. Shanghai Municipal Committee of Science and Technology [08dj1400100-2]
  2. National Basic Research Program of China (973) [2009CB825300]
  3. National Natural Science Foundation of China [20472096, 20872162, 20672127, 20821002, 20732008]

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A convenient and efficient synthetic method for the construction of 2,3-disubstituted pyrrolamides in moderate to good Yields is established. The in situ generated water significantly accelerates the reaction rate. A possible mechanism involving the cascade ring-opening and thermal-induced rearrangement to produce the five-membered ring is proposed.

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