Efficient synthesis of functionalized 1,3-dihydroisobenzofurans from salicylaldehydes：Application to the synthesis of escitalopram

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Efficient synthesis of functionalized 1,3-dihydroisobenzofurans from salicylaldehydes：Application to the synthesis of escitalopram

Peng Wang , Rui Zhang , Jin Cai , Jun-Qing Chen , Min Ji

Citation: Peng Wang, Rui Zhang, Jin Cai, Jun-Qing Chen, Min Ji. Efficient synthesis of functionalized 1,3-dihydroisobenzofurans from salicylaldehydes：Application to the synthesis of escitalopram[J]. Chinese Chemical Letters, 2014, 25(4): 549-552. doi: 10.1016/j.cclet.2014.01.017 shu

shu

Efficient synthesis of functionalized 1,3-dihydroisobenzofurans from salicylaldehydes：Application to the synthesis of escitalopram

Peng Wang ^a, ,
Rui Zhang ^b, ,
Jin Cai ^b, ,
Jun-Qing Chen ^b, ,
Min Ji ^{a,
,}

通讯作者: Min Ji,

基金项目:
This work is supported by the National Basic Research Program of China (No. 2011CB933503) (No. 2011CB933503)

摘要: An efficient synthesis of substituted 1,3-dihydroisobenzofurans is developed. In this novel route, o-aroylbenzaldehydes, as key intermediates, can be obtained by lead tetraacetate oxidation of N-aroylhydrazones of salicylaldehydes. The mild and general strategy enables the synthesis of various substituted 1,3-dihydroisobenzofurans in high yields. Moreover, this method can be applied to efficiently synthesize escitalopram.

关键词:

English

Efficient synthesis of functionalized 1,3-dihydroisobenzofurans from salicylaldehydes：Application to the synthesis of escitalopram

Peng Wang ^a, ,
Rui Zhang ^b, ,
Jin Cai ^b, ,
Jun-Qing Chen ^b, ,
Min Ji ^{a,
,}

1.
a School of Biological Science & Medical Engineering, Southeast University, Nanjing 210096, China;
2.
b School of Chemistry & Chemical Engineering, Southeast University, Nanjing 210096, China

Corresponding author: Min Ji,

Received Date: 11 September 2013
Available Online: 14 January 2014
Fund Project:

Abstract: An efficient synthesis of substituted 1,3-dihydroisobenzofurans is developed. In this novel route, o-aroylbenzaldehydes, as key intermediates, can be obtained by lead tetraacetate oxidation of N-aroylhydrazones of salicylaldehydes. The mild and general strategy enables the synthesis of various substituted 1,3-dihydroisobenzofurans in high yields. Moreover, this method can be applied to efficiently synthesize escitalopram.

Key words:

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