期刊
HELVETICA CHIMICA ACTA
卷 97, 期 10, 页码 1383-1387出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.201300459
关键词
Isoquinoline; Acetylene esters; Propanedinitrile; 2-(1; 3-dihydro-1; 3-dioxo-2H-inden-2-ylidene)-; Spiro-tetrahydroisoquinoline; Cycloadditions
资金
- Tarbiat Modares University, Iran
A concise and efficient approach to the spiro-tetrahydroisoquinoline derivatives has been developed by 1,4-dipolar cycloaddition of zwitterions resulting from isoquinoline and acetylene esters and (1,3-dihydro-1,3-dioxo-2H-inden-2-ylidene)malononitrile in MeCN at room temperature. The significance of this method lies in good yields and ease of product purification, and no inert atmosphere is required. The structures of the products were confirmed spectroscopically (IR, H-1- and C-13-NMR, and EI-MS) and by elemental analyses. A plausible mechanism for this reaction is proposed (Scheme).
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