4.7 Article

Gold-Catalyzed One-Pot Cascade Construction of Highly Functionalized Pyrrolo[1,2-a]quinolin-1(2H)-ones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 19, Pages 7344-7348

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo901418m

Keywords

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Funding

  1. National Natural Science Foundation of China [20721003, 20872153]
  2. International Collaboration Projects [2007DFB30370, 20720102040]
  3. 863 Hi-Tech Program of China [2006AA020602]
  4. Shanghai Postdoctoral Science Foundation [09R21418000]

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An efficient protocol was developed for the synthesis of fused heterocyclic multiring compounds pyrrolo[1,2-a]quinolin-1(2H)-ones via a AuBr3/AgSbF6-catalvzed cascade transformation. Significantly, the strategy affords a straightforward and efficient approach to construction of tricyclic lactam molecular architectures in which two new C-C bonds and one new C-N bond are formed in a one-pot synthetic operation from simple starting materials. Moreover, a broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields and with excellent regio- and chemoselectivities.

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