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15.1.1.1.4.3.5 Method 5: From Nitriles, Lithiated Diethyl Methylphosphonates, and α,β-Unsaturated Ketones

DOI: 10.1055/sos-SD-015-00002

Spitzner, D.Science of Synthesis, (20051538.

Diethyl methylphosphonates can be lithiated and the corresponding salts react with ­nitriles to give primary enaminophosphonates 104 which can be isolated and separately (NCC + CCC process, see Section 15.1.1.1.7.3.5.2) reacted with α,β-unsaturated ketones (e.g., chalcones) to give tetrasubstituted pyridines 105 (Scheme 37). Yields are slightly lower if this condensation is performed in the same pot.[‌163‌,‌164‌]

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