Tetrahedron Letters p. 1709 - 1712 (1982)
Update date:2022-08-04
Topics:
Akiba, Kin-ya
Kasai, Tetsuji
Wada, Makoto
1-Ethoxycarbonyl-1,2-dihydroquinoline-2-phosphonates (3) were treated with n-butyllithium followed by alkyl halides to afford the corresponding 4-alkylated phosphonates (7) with complete regioselectivity in 67-97percent yields.The phosphonates (7) were converted to 4-alkylquinolines (8) in ca. 50percent yields by treatment with sodium iodide in HMPA or by alkaline hydrolysis in aqueous ethanol.
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Doi:10.1016/S0040-4039(00)87170-1
(1982)Doi:10.1002/adsc.200700531
(2008)Doi:10.1248/cpb.30.2087
(1982)Doi:10.1080/14756366.2019.1705293
(2020)Doi:10.1016/S0022-1139(00)82295-2
(1982)Doi:10.1016/0039-128X(82)90130-1
(1982)
