Regiospecific Carboxylation of Certain Methoxylated 2-Tetralones
作者:
JamesA. Beres,
JosephG Cannon,
期刊:
Synthetic Communications
(Taylor Available online 1979)
卷期:
Volume 9,
issue 9
页码: 819-824
ISSN:0039-7911
年代: 1979
DOI:10.1080/00397917908064198
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
As a part of an ongoing synthetic program, certain aromatic ringmethoxylated tetralins, bearing synthetically useful functional groups at positions 2 and 3, were required. The literature1revealed that treatment of 6-methoxy-2-tetralone with NaH and dimethyl carbonate gave exclusive carbomethoylation at position 1. However, treatment of 2-tetralone and of 5-methoxy-2-tetralone with magnesium methoxy carbonate (“MMC”) followed by esterification with diazomethane was reported2go give the 3-carbomethoxy product (la,lb) exclusively, although in low (12 and 26%, respectively) yield. The use of MMC in regiospecific carboxylation of certain acylic ketones has also been reported3.
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