z-logo
Premium
Hypervalent Iodine in Synthesis. Part 86
Author(s) -
Zhou Tao,
Li TiCong,
Chen ZhenChu
Publication year - 2005
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200590010
Subject(s) - chemistry , hypervalent molecule , uracil , selectivity , thymine , iodine , catalysis , copper , base (topology) , combinatorial chemistry , organic chemistry , biochemistry , mathematics , dna , mathematical analysis
N ‐Arylation of uracil and its derivatives 2 with diaryliodonium salts 1 was investigated in order to explore a new synthetic methodology associated with N ‐aryluracil derivatives. In the presence of K 2 CO 3 , the copper‐catalyzed arylation gave N 1 , N 3 ‐diarylation products with high selectivity and in good yields ( Table 2 ). However, the use of NaOAc as the base in the copper‐catalyzed arylation of 6‐methyluracil ( 2a ) resulted in N 3 ‐arylation products with high selectivity, and, in the copper‐catalyzed arylation of uracil ( 2b ) or 5‐methyluracil (=thymine; 2c ), N 1 ‐arylation products were the major products ( Table 3 ).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom