Regioselective synthesis of 6H-pyrano[3,2-e]pyrimidine-2,4-dione

被引:16
作者
Majumdar, KC
Das, U
机构
[1] Department of Chemistry, University of Kalyani, Kalyani 741235, West Bengal
关键词
D O I
10.1080/00397919708005924
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
7-Aryloxymethyl-1,3-dimethyl-6H-pyrano[3,2-e]pyrimidine-2,4-diones(4a-f) were synthesized in 88-92% yields (isolated) by the regioselectively thermal [3s, 3s] sigmatropic rearrangement of 1,3-dimethyl-5-(1 -aryloxybut-2-ynyloxy)pyrimidine-2,4-diones, (3a-f) in refluxing chlorobenzene (purified) for 2-4 h.
引用
收藏
页码:4013 / 4019
页数:7
相关论文
共 7 条
[1]  
CHAUHAN SMS, 1990, INDIAN J CHEM B, V29, P539
[2]   STUDIES OF [3,3]SIGMATROPIC REARRANGEMENTS - REARRANGEMENT OF 3-(4-PARA-TOLYLOXYBUT-2-YNYLOXY)[1]BENZOPYRAN-2-ONE [J].
MAJUMDAR, KC ;
DE, RN ;
KHAN, AT ;
CHATTOPADHYAY, SK ;
DEY, K ;
PATRA, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (12) :777-779
[3]   REGIOSELECTIVE SYNTHESIS OF 4-ARYLOXYMETHYL-2H-PYRANO[3,2-C]BENZOPYRAN-5H-ONE FROM 1-ARYLOXY-4-[4'-COUMARINYLOXY]BUT-2-YNE [J].
MAJUMDAR, KC ;
DAS, DP ;
KHAN, AT .
SYNTHETIC COMMUNICATIONS, 1988, 18 (16-17) :2027-2036
[4]   REGIOSELECTIVE SYNTHESIS OF 2H-PYRANO[3,2-C]BENZOPYRAN-5H-ONE AND 3H-PYRANO[2,3-C]BENZOPYRAN-5H-ONE [J].
MAJUMDAR, KC ;
KHAN, AT ;
DE, RN .
SYNTHETIC COMMUNICATIONS, 1988, 18 (13) :1589-1595
[5]   STUDIES IN [3.3] SIGMATROPIC REARRANGEMENT - REGIOSELECTIVE SYNTHESIS OF 1-ARYLOXYMETHYLPYRANO[2,3-C][1]BENZOPYRAN-5(3H)-ONE AND 1-ARYLOXYMETHYL-2-METHYLFURO[2,3-C][1]BENZOPYRAN-4-ONE [J].
MAJUMDAR, KC ;
DE, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (11) :1901-1905
[6]   FACILE REGIOSELECTIVE SYNTHESIS OF PYRANO[3,2-C][1]BENZO-THIAPYRAN-5(2H)-1 AND 2-METHYL FURO[3,2-C][1] BENZOTHIAPYRAN-4-1 [J].
MAJUMDAR, KC ;
CHOUDHURY, PK ;
KHAN, AT .
SYNTHETIC COMMUNICATIONS, 1989, 19 (18) :3249-3257
[7]   PYRIMIDINES .12. PROPARGYL CLAISEN REARRANGEMENT IN PYRIMIDINE SERIES - SYNTHESIS OF FURO[3,2-D]PYRIMIDINES AND PYRANO[3,2-D]PYRIMIDINES [J].
OTTER, BA ;
SALUJA, SS ;
FOX, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (18) :2858-&