Compatibility of various carbanion nucleophiles with heteroaromatic nucleophilic substitution by the SRN1 mechanism

…, JS Pisipati, PT Flaherty, TD Greenwood…

Index: Wong, Jim-Wah; Natalie Jr., Kenneth J.; Nwokogu, Godson C.; Pisipati, Jyothi S.; Flaherty, Patrick T.; Greenwood, Thomas D.; Wolfe, James F. Journal of Organic Chemistry, 1997 ,  vol. 62,  # 18  p. 6152 - 6159

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Citation Number: 17

Abstract

Carbanions generated from 2, 4, 4-trimethyl-2-oxazoline (1a), 2-benzyl-4, 4-dimethyl-2- oxazoline (1b), 2, 4-dimethylthiazole (13a), 2-benzyl-4-methylthiazole (13b), N, N- dimethylacetamide (17a), tert-butyl acetate (17b), ethyl phenylacetate (17c), N-methyl-N- phenyl-2-butenamide (22), tert-butyl 3-butenoate (25), and dimethyl methylphosphonate (29a) by means of KNH2 in liquid NH3 all reacted with 2-bromopyridine (2) via ...