Journal of Heterocyclic Chemistry

Chemistry of thienopyridines. XVIII. Lithiation as a route to 2??and 3??substituted thieno [2, 3??b] pyridines

LH Klemm, RE Merrill

文献索引：Klemm,L.H.; Merril,R.E. Journal of Heterocyclic Chemistry, 1974 , vol. 11, p. 355 - 361

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被引用次数: 15

摘要

Abstract Treatment of thieno [2, 3-b] pyridine (1a) with n-butyllithium in hexane- tetramethylethylene-diamine at− 70 plus subsequent addition of dimethylformamide produced 2-formyl-Ia (66%). Halogen-metal exchange between 3-bromothieno [2, 3-b] pyridine and n-butyllithium was effected in ether at− 70. Further reaction of the 3-lithio-Ia intermediate with a variety of carbonyl compounds gave 3-substituted thieno [2, 3-b] ...