Synthesis 2017; 49(12): 2768-2774
DOI: 10.1055/s-0036-1588752
paper
© Georg Thieme Verlag Stuttgart · New York

First Total Synthesis of a Cytotoxic Derivative of the Natural Product Aaptamine

Srinu Puvvala
a   Chemistry Services, GVK Biosciences Pvt. Ltd., IDA Nacharam, Hyderabad 500076, India   Email: vinod.jadhav@gvkbio.com   Email: vinodjadhav1977@gmail.com
b   Department of Chemistry, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad 500085, India
,
Vinod D. Jadhav*
a   Chemistry Services, GVK Biosciences Pvt. Ltd., IDA Nacharam, Hyderabad 500076, India   Email: vinod.jadhav@gvkbio.com   Email: vinodjadhav1977@gmail.com
,
Umesh C. Narkhede
a   Chemistry Services, GVK Biosciences Pvt. Ltd., IDA Nacharam, Hyderabad 500076, India   Email: vinod.jadhav@gvkbio.com   Email: vinodjadhav1977@gmail.com
,
M. V. V. S. R. N. Anji Karun
a   Chemistry Services, GVK Biosciences Pvt. Ltd., IDA Nacharam, Hyderabad 500076, India   Email: vinod.jadhav@gvkbio.com   Email: vinodjadhav1977@gmail.com
,
Ch. Venkata Ramana Reddy
b   Department of Chemistry, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad 500085, India
› Author Affiliations
Further Information

Publication History

Received: 02 January 2017

Accepted after revision: 24 February 2017

Publication Date:
17 March 2017 (online)


Abstract

A synthetic sequence to the benzonaphthyridinone framework is described. The key step is a one-pot, base-catalyzed vicarious nucleophilic substitution followed by ring closure. Additionally, the synthesis represents the application of a vicarious nucleophilic substitution in the total synthesis of a cytotoxic aaptamine derivative.

Supporting Information

 
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