Efficient synthesis of 1,3,5-trisubstituted benzenes via three Pd-mediated carbon-sulfur, carbon-nitrogen and carbon-carbon bond formation reactions

Tetrahedron Letters

Volumn 52, Issue 14, 2011, Pages 1680-1684

  Liu, Bin ^a   Shetty, Rupa S ^a   Moffett, Kristofer K ^a   Kelly, Martha J ^a  

^a Ansaris   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAMIDE; BENZENE DERIVATIVE; CARBON; NITROGEN; PALLADIUM; SULFUR;

AMIDATION; ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; DRUG SYNTHESIS; SUBSTITUTION REACTION; SULFONAMIDATION; SUZUKI REACTION; SYNTHESIS;

EID: 79952364097     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.01.140     Document Type: Article

References (17)

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13. 2 gas and heated in a microwave reactor at 120 °C for 1 h. The mixture was diluted with EtOAc. The organic phase was washed with water and brine, then dried, and concentrated. The product was purifed by flash chromatography to provide the desired product.
14. The structure of the product from this reaction:
15. B. Liu, K.K. Moffett, R.W. Joseph, and B.D. Dorsey Tetrahedron Lett. 46 2005 1779
16. 2, sealed and heated using microwave at 120 °C for 1 h. After completion, the reaction mixture was filtered through a celite pad and the solvents were removed under reduced pressure. The product was purified by flash chromatography.
17. 3OD): δ 9.11 (d, J = 1.6 Hz, 1H), 8.77 (d, J = 4.0 Hz, 1H), 8.38-8.35 (m, 1H), 7.79-7.78 (m, 1H), 7.74-7.72 (m, 2H), 7.63-7.60 (m, 1H), 7.42 (d, J = 8.2 Hz, 1H), 7.29 (d, J = 3.3 Hz, 1H), 7.19 (t, J = 7.7 Hz, 1H), 7.10 (d, J = 6.8 Hz, 1H), 6.53 (d, J = 3.2 Hz, 1H), 2.85 (s, 3H).