ENZYMATIC CYCLIZATIONS MEDIATED BY ULTRASONICALLY STIMULATED BAKERS-YEAST - SYNTHESIS OF IMIDAZO-FUSED HETEROCYCLES

被引:12
作者
KAMAL, A
RAO, MV
RAO, AB
机构
[1] Organic Chemistry Division, Indian Institute of Chemical Technology
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 10期
关键词
D O I
10.1039/p19900002755
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
o-Cyanophenyl allyl carbamate (3), 3-allyl-3,4-dihydro-4-imino-2H-1,3- benzoxazine-2-thione (8a), and -quinazoline-2(1H)-thiones (8b-d) have been cyclized to 2,3-dihydro-2-methyl-5H-imidazo[1,2-c][1,3]benzoxazin-5-one (5), the corresponding 5-thione (9a), and 2,3-dihydro-2-methyl-5H-imidazo[1,2-c] quinazoline-5(6H)-thiones (9b-d), respectively, by ultrasonically stimulated baker's yeast. The effect of ultrasound on the yeast cells employed for the enzymatic reactions has been investigated. It is observed that ultrasonic pretreatment of yeast cells not only accelerates the cyclization process but improves the yields significantly.
引用
收藏
页码:2755 / 2757
页数:3
相关论文
共 7 条
[1]   ULTRASOUND IN ORGANIC-SYNTHESIS .18. SELECTIVE OXYMERCURATION VIA SONOCHEMICALLY INSITU GENERATED MERCURY SALTS [J].
EINHORN, J ;
EINHORN, C ;
LUCHE, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (19) :4479-4481
[2]   IODOCYCLISATIONS OF ALLYL-AMIDINES AND ALLYL-UREAS [J].
HUNT, PA ;
MAY, C ;
MOODY, CJ .
TETRAHEDRON LETTERS, 1988, 29 (24) :3001-3002
[3]  
HUNT PA, 1988, ALDRICHIM ACTA, V21, P31
[4]   A NOVEL ENZYMATIC CYCLIZATION - SYNTHESIS OF IMIDAZO-FUSED QUINAZOLINONES BY BAKERS-YEAST [J].
KAMAL, A ;
SATTUR, PB .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (13) :835-836
[5]   ENZYMATIC CYCLIZATION OF 2-(CARBAMOYLOXY)BENZOATES, 2-(SULFAMOYLOXY)-BENZOATES AND 2-(CARBAMOYLOXY)BENZOPHENONES WITH YEAST AND LIPASE [J].
KAMAL, A ;
RAO, MV ;
RAO, AB ;
SATTUR, PB .
HETEROCYCLES, 1989, 29 (07) :1391-1397
[6]   CYCLIZATION OF 2-(CARBAMOYLOXY)BENZOATES AND 2-(SULFAMOYLOXY)BENZOATES MEDIATED BY LIVER-MICROSOMES [J].
KAMAL, A ;
RAO, AB ;
SATTUR, PB .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4112-4114
[7]   ENZYMATIC CYCLIZATION OF HYDROXYLATED SURROGATE SQUALENOIDS WITH BAKERS-YEAST [J].
MEDINA, JC ;
KYLER, KS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4818-4821