Department of Chemistry, University of Calcutta, 92, A. P. C. Road, Kolkata-700 009, India; ; Tel: +91-33-2484-1647.
Beilstein J Org Chem. 2013 Nov 4;9:2344-53. doi: 10.3762/bjoc.9.269. eCollection 2013.
A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products.
已开发出一种方便、高效的方法，用于合成稠取代的吡咯并异香豆素，该方法采用负载型硅胶硫酸（SSA）作为催化剂。当无溶剂条件下将乙酰丙酮/乙酰乙酸乙酯的缩合产物与伯胺的混合物加热到 SSA 的固体表面时，吡咯并异香豆素可以高产率形成。这种合成方法具有许多优点，例如采用无溶剂反应条件，无需使用任何有毒试剂和金属催化剂，产物易于分离，使用可回收催化剂，成本低，起始原料易得，产物收率高。
