4.8 Article

Synthesis of Fluorenes Starting from 2-lodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation

Journal

ORGANIC LETTERS
Volume 18, Issue 12, Pages 2958-2961

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01300

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Funding

  1. National Natural Science Foundation of China [21372176]
  2. Tongji University
  3. Program for Prof. of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning
  4. Shanghai Science and Technology Commission [14DZ2261100]

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A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.

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