The facile synthesis of 1,2,3-trisubstituted pyrroles from the reaction of chlorocarbenes with 1-azabuta-1,3-dienes

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Yuri N. Romashin, Michael T. H. Liu and Roland Bonneau


Abstract

1,2,3-Trisubstituted pyrroles have been synthesized in good yield from the reaction of chlorocarbenes with 1-azabuta-1,3-dienes.


References

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  8. Selected data for 6a: δH(60 MHz, CDCl3) 3.53 (3H, s), 6.46 (1H, d, J 3), 6.76 (1H, d, J 3), 7.1–7.5 (10H, m). For 6b: δH(60 MHz, CDCl3) 2.33 (3H, s), 3.47 (3H, s), 6.38 (1H, d, J 3), 6.72 (1H, d, J 3), 7.1–7.4 (9H, m). For 6c: δH(60 MHz, CDCl3) 3.48 (3H, s), 6.43 (1H, d, J 3), 6.76 (1H, d, J 3), 7.1–7.5 (9H, m); m/z 267 [M+]. For 6d: δH(300 MHz, CDCl3) 5.00 (2H, s), 6.50 (1H, d, J 3), 6.80 (1H, d, J 3), 7.1–7.4 (15H, m). For 6e: δH(300 MHz, CDCl3) 2.34 (3H, s), 5.00 (2H, s), 6.52 (1H, d, J 3), 6.78 (1H, d, J 3), 7.1–7.4 (14H, m). For 6f: δH(300 MHz, CDCl3) 5.00 (2H, s), 6.52 (1H, d, J 3), 6.82 (1H, d, J 3), 7.1–7.4 (14H, m). For 6g: δH(300 MHz, CDCl3) 2.07 (3H, s), 2.37 (3H, s), 5.00 (2H, s), 6.17 (1H, d, J 3), 6.67 (1H, d, J 3), 7.1–7.4 (9H, m).
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