Baylis-Hillman acetates in organic synthesis: convenient one-pot synthesis of α-carboline framework - a concise synthesis of neocryptolepine

被引：36

作者：

Basavaiah, Deevi ^{[1
]}

Reddy, Daggula Mallikarjuna ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 44期

关键词：

RING-CLOSING-METATHESIS; FACILE SYNTHESIS; INDOLOQUINOLINE ALKALOIDS; ADDUCTS; CRYPTOSANGUINOLENTINE; TRANSFORMATIONS; CRYPTOTACKIEINE; CRYPTOLEPINE; CYCLIZATION; CONVERSION;

D O I：

10.1039/c2ob26339d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient, facile, and one-pot methodology for the synthesis of alpha-carbolines from Baylis-Hillman (BH) acetates, involving three steps (reactions), (1) mono alkylation of 2-nitroarylacetonitriles with BH-acetates, (2) reduction of nitro group into amino group using Fe/AcOH and (3) formation of two (five and six membered) rings, is presented. This methodology is successfully applied to the synthesis of bioactive alkaloid neocryptolepine.

引用

页码：8774 / 8777

页数：4

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