Novel concise synthesis of 2-substituted 3,4-dihydro-2H-1,4-benzoxazines by ring opening of glycidols under solid-liquid phase transfer catalysis conditions

被引：28

作者：

Albanese, D

Landini, D

Penso, M

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] Univ Milan, Ctr CNR, I-20133 Milan, Italy

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 20期

关键词：

D O I：

10.1039/a906260b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The ring opening of glycidols with N-(2-fluorophenyl)toluene-p-sulfonamide under SL-PTC conditions, followed by ring closure with (BuOK)-O-t, provides a novel high yielding synthesis of 2-substituted 3,4-dihydro-2H-1,4-benzoxazines.

引用

页码：2095 / 2096

页数：2

共 16 条

[1] Synthesis of N-sulfonyl aziridines through regioselective opening of epoxides under solid-liquid PTC conditions
Albanese, D
Landini, D
Penso, M
Petricci, S
[J]. TETRAHEDRON, 1999, 55 (20) : 6387 - 6394
[2] Regioselective opening of epoxides to beta-amido alcohols under solid-liquid PTC conditions
Albanese, D
Landini, D
Penso, M
[J]. TETRAHEDRON, 1997, 53 (13) : 4787 - 4790
[3] NEW TYPE OF SMILES REARRANGEMENT OF N,N-DIALKYL-N'-[2-(O-BROMOPHENOXY)PHENYL]-1,3-PROPANEDIAMINES TO 2-[N-(3-DIALKYLAMINOPROPYL)-O-BROMOANILINO]PHENOLS
BONVICINO, GE
YOGODZIN.LH
HARDY, RA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (12) : 4272 - +
[4] PYRROLO[2,1-C][1,4] BENZOTHIAZINES - SYNTHESIS, STRUCTURE-ACTIVITY-RELATIONSHIPS, MOLECULAR MODELING STUDIES, AND CARDIOVASCULAR ACTIVITY
CAMPIANI, G
GAROFALO, A
FIORINI, I
BETTA, M
NACCI, V
TAFI, A
CHIARINI, A
BUDRIESI, R
BRUNI, G
ROMEO, MR
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (22) : 4393 - 4410
[5] Macrocyclic polyamine lactam synthesis by diphenyl ether closure of 23-, 24- and 28-membered rings
Carrington, S
Fairlamb, AH
Blagbrough, IS
[J]. CHEMICAL COMMUNICATIONS, 1998, (21) : 2335 - 2336
[6] 6-BENZOXAZINYLPYRIDAZIN-3-ONES - POTENT, LONG-ACTING POSITIVE INOTROPE AND PERIPHERAL VASODILATOR AGENTS
COMBS, DW
RAMPULLA, MS
BELL, SC
KLAUBERT, DH
TOBIA, AJ
FALOTICO, R
HAERTLEIN, B
LAKASWEISS, C
MOORE, JB
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) : 380 - 386
[7] DALE JA, 1969, J ORG CHEM, V34, P2453
[8] CONFORMATIONALLY RESTRAINED ANALOGS OF PRAVADOLINE - NANOMOLAR POTENT, ENANTIOSELECTIVE, (AMINOALKYL)INDOLE AGONISTS OF THE CANNABINOID RECEPTOR
DAMBRA, TE
ESTEP, KG
BELL, MR
EISSENSTAT, MA
JOSEF, KA
WARD, SJ
HAYCOCK, DA
BAIZMAN, ER
CASIANO, FM
BEGLIN, NC
CHIPPARI, SM
GREGO, JD
KULLNIG, RK
DALEY, GT
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (01) : 124 - 135
[9] Synthesis of carbacephems from serine
Folmer, JJ
Acero, C
Thai, DL
Rapoport, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) : 8170 - 8182
[10] JACOBSEN EN, 1995, COMPREHENSIVE ORGANO, V12

← 1 2 →