Vicinal bromostannanes as novel building blocks for the preparation of di- and trisubstituted imidazoles

Tetrahedron Letters

Volumn 39, Issue 29, 1998, Pages 5171-5174

  Revesz, Laszlo ^a   Bonne, Frédérique ^a   Makavou, Paschalia ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

Antiinflammatory compounds; Imidazoles; Suzuki reactions; Tin and compounds

Indexed keywords

BROMOSTANNANE DERIVATIVE; IMIDAZOLE DERIVATIVE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

LATEOLABRAX JAPONICUS;

EID: 0032537690     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01056-9     Document Type: Article

References (18)

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11. 3) are in agreement with the regiochemistry of 5a. MS (m/z) of 5a: 440 (2, M+); 425 (10); 394 (20); 368 (29); 366 (35); 364 (21); 73 (100).
12. Ar) is in agreement with the regiochemistry of 5b. MS(m/z) of 5b: 547 (8, M+1); 545 (15, M-1); 543 (10); 532 (20); 531 (25); 529 (20); 503 (40); 501 (45); 498 (35); 475 (25); 473 (38); 471 (25); 429 ( 100); 376 (40); 374 (60); 372 (40).
13. Pyr) are in agreement with the regiochemistry of 7b. MS (m/z) of 7b: 461 (41, M+1); 459 (39); 431 (35); 429 (25); 403 (75); 401 (73), 330 (35): 329 (33); 322 (65); 73 (100).
14. Ar) is in agreement with the regiochemistry of 8b. MS (m/z) of 8b: 478 (33, M+1); 476 (30); 420 (30), 418 (29); 339 (70); 73 (100).
15. 2 in THF at -78° C in 68%.
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17. 3) of 9c: -0.07 (s, 9H); 0.81 (dd, 2H, J=9Hz), 1.21-1.43 (m, 2H); 1.64-1.82 (m, 4H); 1.91 -2.00 (bd, 2H); 2.05-2.18 (bt, 2H); 2.40 (s, 3H); 2.59 (s, 3H); 2.86 (s, 1H, OH); 3.46 (dd, 2H, J=9Hz); 6.02 (s, 2H); 6.83 (s, 1H); 6.87(s, 1H, NH); 7,03 (d, 1H, J=8Hz); 7.17 (d, 1H, J=8Hz); 7.25 (s, 1H); 7.30 (dd, 1H, J=8Hz). MS (m/z) of 9c: 605 (4, M+); 603 (3); 505 (20); 504 (80); 502 (75); 474 (70); 472 (65); 458 (60): 456 (65); 91 (50); 84 (75); 73 (100).
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