4.8 Article

Synthesis of 1,2-Dihydropyridines Catalyzed by Well-Defined Low-Valent Cobalt Complexes: C-H Activation Made Simple

Journal

ACS CATALYSIS
Volume 5, Issue 12, Pages 7493-7497

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b02138

Keywords

C-H activation; cobalt; 1,2-dihydropyridine; 6 pi-electrocylization; well-defined catalyst; mechanistic investigation

Funding

  1. CNRS
  2. MRES
  3. UPMC
  4. ANR [ANR-12-BS07-0031- 01COCACOLIGHT]

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A convenient one-pot system has been developed, allowing the synthesis of highly substituted dihydropyridines via a C-H activation/6 pi-electrocyclization pathway. The reaction proceeds with high regioselectivity, and we disclose the first example of isolated dihydropyridines lacking substitution in the 2 position. Moreover, the use of a simple well-defined low-valent cobalt complex without the need for reducing agents or additives in combination with computational studies provides a clearer insight into the C-H activation pathway than was previously reported.

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