A STUDY OF ELECTROPHILIC SUBSTITUTION IN PYRROLO[2,3-D]PYRIMIDINE RING

被引:27
作者
GERSTER, JF
HINSHAW, BC
ROBINS, RK
TOWNSEND, LB
机构
[1] Department of Chemistry, University of Utah, Salt Lake, Utah
[2] 3M Company, St. Paul, Minnesota
[3] Department of Chemistry, University of Utah, Salt Lake, Utah
关键词
D O I
10.1002/jhet.5570060211
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several 4,5‐disubstituted pyrrolo[2,3‐d ]pyrimidines were prepared for the first time via electrophilic substitution, e.g. halogenation, nitration and sulfonation. PMR data for certain pyrrolo[2,3‐d]pyrimidines are included which has furnished conclusive evidence that electrophilic substitution occurred at position 5. These pyrrolo[2,3‐d]pyrimidines, with electron ‐withdrawing substituents at position 5, are of considerable interest as bases for the preparation of nucleoside derivatives related to tubercidin, toyocamcin and sangivamycin. Copyright © 1969 Journal of Heterocyclic Chemistry
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页码:207 / &
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