Synthesis of [1]benzopyrano[4,3-b]pyrrol-4(1H)-ones from N(α)-(2-oxo-2H-1-benzopyran-4-yl)Weinreb α-aminoamides

Synthesis of [1]benzopyrano[4,3-b]pyrrol-4(1H)-ones from N(α)-(2-oxo-2H-1-benzopyran-4-yl)Weinreb α-aminoamides
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DOI:
10.1016/s0040-4020(99)00802-9
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发表时间:
1999-11-12
期刊:
影响因子:
2.1
通讯作者:
Sañudo, MC
Sañudo, MC
中科院分区:
化学3区
文献类型:
--
作者:
Alberola, A;Alvaro, R;Sañudo, MC

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N(alpha)-(2-Oxo-2H-1-benzopyran-4-yl)Weinreb-alpha-aminoamides were prepared from 4-chlorocoumarin and alpha-aminoacid derivatives. Their reaction with organometallic compounds (RLi or RMgBr) and subsequent cyclization of ketones thus obtained, give [1]benzopyrano[4,3-b]pyrrol-4(1H)-ones. Starting from proline derivatives, simultaneously with the pyranone-pyrrole fusion, we establish an interesting procedure for the formation of pyrrolizines. (C) 1999 Elsevier Science Ltd. All rights reserved.