Issue 44, 2012
From the journal:

Organic & Biomolecular Chemistry

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

Deevi Basavaiah*a  and  Daggula Mallikarjuna Reddya  

* Corresponding authors

a School of Chemistry, University of Hyderabad, Hyderabad, India
E-mail: dbsc@uohyd.ernet.in
Fax: (+91) 40-23012460

Abstract

A convenient, facile, and one-pot methodology for the synthesis of α-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.

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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2OB26339D
Article type
Communication
Submitted
12 Jul 2012
Accepted
18 Sep 2012
First published
18 Sep 2012

Org. Biomol. Chem., 2012,10, 8774-8777

Permissions

Request permissions

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

D. Basavaiah and D. Mallikarjuna Reddy, Org. Biomol. Chem., 2012, 10, 8774 DOI: 10.1039/C2OB26339D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements