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J Org Chem. 2004 Feb 20;69(4):1372-3.

A convenient new synthesis of benzo[a]pyrene.

Author information

1
The Ben May Institute for Cancer Research, The University of Chicago, Chicago, Illinois 60637, USA. rharvey@ben-may.bsd.uchicago.edu

Abstract

A convenient new synthesis of the ubiquitous environmental carcinogen benzo[a]pyrene (BaP) is described. In the key step, the method entails Suzuki coupling of naphthalene 2-boronic acid with 2-bromobenzene-1,3-dialdehyde and requires only three steps. It is considerably shorter and simpler than the older methods and provides BaP in higher overall yield.

PMID:
14961695
DOI:
10.1021/jo030313n
[Indexed for MEDLINE]

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