Complementary heterogeneous/homogeneous protocols for the synthesis of densely functionalized benzo[d]sultams: C-C bond formation by intramolecular nucleophilic aromatic fluorine displacement

Journal of Organic Chemistry

Volumn 73, Issue 17, 2008, Pages 6686-6690

  Penso, Michele ^a   Albanese, Domenico ^b   Landini, Dario ^b   Lupi, Vittoria ^b,c   Tagliabue, Aaron ^b  

^a CNR   (Italy)

^b UNIVERSITY OF MILAN   (Italy)

^c NERVIANO MEDICAL SCIENCES   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; AMINES; AMINO ACIDS; AROMATIC COMPOUNDS; CHEMICAL REACTIONS; COMPUTER NETWORKS; ORGANIC ACIDS; PLATINUM COMPOUNDS; SULFUR COMPOUNDS;

C-C BOND FORMATION; CHEMICAL EQUATIONS; NUCLEOPHILIC AROMATIC; SULTAMS;

CHEMICAL BONDS;

ALPHA AMINO ACID; CARBON; FLUORINE; METHYL 2 (2,3,4,5,6 PENTAFLUOROPHENYLSULFONAMIDO) 2 PHENYLACETATE; METHYL 4,5,6,7 TETRAFLUORO 1 METHYL 3 PHENYL 2,3 DIHYDROBENZO[D]ISOTHIAZOLE 3 CARBOXYLATE 1,1 DIOXIDE; METHYL 4,5,6,7 TETRAFLUORO 3 PHENYL 2,3 DIHYDROBENZO[D]ISOTHIAZOLE 3 CARBOXYLATE 1,1 DIOXIDE; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; ONE POT SYNTHESIS; PHASE TRANSITION;

ACETONITRILES; AMINO ACIDS; CARBON; CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; CYCLIZATION; FLUORINE; FLUOROBENZENES; HYDROCARBONS, IODINATED; MODELS, CHEMICAL; SULFONAMIDES;

EID: 51549098582     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800930g     Document Type: Article

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26. Reaction conditions as in Table 4, entry 5.
27. Reaction conditions as in Table 2, entry 1.
28. Determined by chiral HPLC analysis; see the Supporting Information for details.
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