4.7 Article

Oxidative Difluoromethylation of Tetrahydroisoquinolines Using TMSCF2SPh: Synthesis of Fluorinated Pyrrolo[2,1-a]isoquinolines and Benzo[a]quinolizidines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 2, Pages 765-782

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02783

Keywords

-

Funding

  1. Office of the Higher Education Commission
  2. Mahidol University under the National Research Universities Initiative
  3. Center of Excellence for Innovation in Chemistry (PERCH-CIC)
  4. Thailand Research Found [IRN58W0005]
  5. Franco-Thai Cooperation Program in Higher Education and Research (PHC-Siam)
  6. Royal Golden Jubilee Ph.D. Program [PHD/0121/2554]

Ask authors/readers for more resources

[GRAPHICS] An efficient C1-difluoromethylation of tetrahydroisoquinolenes was achieved using TMSCF2SPh as a difluoromethylating agent and 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (TEMPO+BF4-) as an oxidant. The process provides an access to a variety of C1-difluoro(phenylsulfanyl)methylated tetrahydroisoquinoline adducts in good yields. These adducts' were employed as key precursors for preparing fluorinated pyrrolo[2,1-a]isoquinoline and benzo [a] quinolizidines.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available