H eterocyclic C ommunications
AN INTERNATIONAL JOURNAL OF HETEROCYCLIC CHEMISTRY



Vol. 5, No. 2, 1999

Table of Contents with Abstracts


Record 1 of 17
Author(s): Strekowski L; Ismail MA; Zoorob HH
Title: Novel synthetic transformations of 5-(omega-chloroalkanoyl)-1,3-dimethylbarbituric acids
Source: HETEROCYCLIC COMMUNICATIONS 1999, Vol 5, Iss 2, pp 107-110
Addresses: Strekowski L, Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA.
Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA.
Al Mansoura Univ, Fac Sci, Dept Chem, Mansoura, Egypt.
Abstract: The treatment of 5-(4-chlorobutanoyl)-1,3-dimethylbarbituric acid (1) with K2CO3 furnishes a 5-(tetrahydrofuran-2-ylidene)barbituric acid derivative 2. A similar reaction of 5-chloroacetyl-1,3-dimethylbarbituric acid (4) with Et3N yields a furanouracil 5. Synthetic transformations of 2 and 5 to 5-(omega-heteroarylalkanoyl)-1,3-dimethylbarbituric acids and synthesis of other furanouracils from 5 are described.
Source item page count: 4
IDS No.: 196XC
29-char source abbrev: HETEROCYCL COMMUN



Record 2 of 17
Author(s): Chowdhury FA; Nishino H; Kurosawa K
Title: Manganese(III)-based oxidative radical cyclization of terminal alkadienes with N,N '-bis(3-oxobutanoyl)-alpha,omega-al kylenediamines. Formation of macrodiamides
Source: HETEROCYCLIC COMMUNICATIONS 1999, Vol 5, Iss 2, pp 111-112
Addresses: Nishino H, Kumamoto Univ, Grad Sch Sci & Technol, Dept Chem, Kurokami 2-39-1, Kumamoto 8608555, Japan.
Kumamoto Univ, Grad Sch Sci & Technol, Dept Chem, Kumamoto 8608555, Japan.
Kumamoto Univ, Fac Sci, Dept Environm Sci, Kumamoto 8608555, Japan.
Kumamoto Univ, Grad Sch Sci & Technol, Dept Environm Sci, Kumamoto 8608555, Japan.
KeywordsPlus: OLIGOMETHYLENE
Abstract: alpha,alpha,omega,omega-Tetraphenyl-alpha,omega-alkadienes reacted with N,N'-bis(3-oxobutanoyl)-alpha,omega-alkylenediamines in the presence of manganese(III) acetate at 100 degrees C under an argon atmosphere to give 11 to 22-membered macrocyclic diamides which had two fused dihydrofuran rings in a one-step procedure.
Source item page count: 2
IDS No.: 196XC
29-char source abbrev: HETEROCYCL COMMUN



Record 3 of 17
Author(s): Norris P
Title: Chiral tetrahydrofuran synthesis from D-ribose diphenyl dithioacetal
Source: HETEROCYCLIC COMMUNICATIONS 1999, Vol 5, Iss 2, pp 113-114
Addresses: Norris P, Youngstown State Univ, Dept Chem, Youngstown, OH 44555 USA.
Youngstown State Univ, Dept Chem, Youngstown, OH 44555 USA.
Abstract: Treatment of D-ribose diphenyl dithioacetal 1 with 4.2 equivalents of rr-CPBA results in formation of the bis(phenylsulfone) 4, which is likely the result of an oxidation-elimination-cyclization sequence. Tetrahydrofuran 4 is protected as the isopropylidene derivative 5. The latter is alkylated to generate 6 and 5 undergoes reductive elimination to the olefin 7.
Source item page count: 2
IDS No.: 196XC
29-char source abbrev: HETEROCYCL COMMUN



Record 4 of 17
Author(s): Quiroga J; Insuasty B; Hormaza A; Cabildo P; Claramunt RM; Elguero J
Title: Synthesis, molecular structure and tautomerism of 1(2)H-dihydropyrazolo[3,4-b]pyridin-6-ones
Source: HETEROCYCLIC COMMUNICATIONS 1999, Vol 5, Iss 2, pp 115-122
Addresses: Quiroga J, Univ Valle, Dept Quim, Cali 25360, Colombia.
Univ Valle, Dept Quim, Cali 25360, Colombia.
Univ Nacl, Dept Quim, Medellin 3840, Colombia.
UNED, Fac Ciencias, Dept Quim Organ & Biol, E-28040 Madrid, Spain.
CSIC, Inst Quim Med, E-28006 Madrid, Spain.
KeywordsPlus: PYRAZOLES
Abstract: Six 1 (2)H-3-aryl-4-p-chlorophenyl-dihydropyrazolo[3,4-b]pyrindin-6-ones have been prepared from the corresponding arylaminopyrazoles. The NMR study of these compounds reveals that all of them exist as 2H-tautomers in solution (DMSO-d(6)) as well and in the solid state.
Source item page count: 8
IDS No.: 196XC
29-char source abbrev: HETEROCYCL COMMUN



Record 5 of 17
Author(s): Demadrille R; Moustrou C; Samat A; Guglielmetti R
Title: Palladium-catalyzed amination of photochromic triflate-substituted 3H-naphtho[2,1-b]pyrans
Source: HETEROCYCLIC COMMUNICATIONS 1999, Vol 5, Iss 2, pp 123-126
Addresses: Moustrou C, Univ Mediterranee, Fac Sci Luminy, ESA CNRS 6114, GCOPL, Case 901, 163 Ave de Luminy, F-13288 Marseille 9, France.
Univ Mediterranee, Fac Sci Luminy, ESA CNRS 6114, GCOPL, F-13288 Marseille 9, France.
KeywordsPlus: CROSS-COUPLING REACTIONS; ORGANIC ELECTROPHILES; ARYL BROMIDES; ACIDS; TRANSFORMATIONS; HALIDES; AMINES
Abstract: The conversion of triflic 3H-naphtho[2,1-b]pyrans to the corresponding piperazine derivatives, using the combination of palladium acetate/BINAP as catalyst is reported. Compared to the 3,3-diphenyl-3H-naphtho[2,1-b]pyran, the amino group on the 8-position of naphthopyran part induces a significant bathochromic shift of the absorption of the coloured form.
Source item page count: 4
IDS No.: 196XC
29-char source abbrev: HETEROCYCL COMMUN



Record 6 of 17
Author(s): Perjessy A; Meyer P; Rudorf WD; Loos D; Kolbe A; Schaller I
Title: Transmission of substituent effect in ethyl 2-aroyl- and ethyl 2-arylcarbamoyl-4, 5-dimethyl-1, 2, 3, 6-tetrahydropyridazine-1-carboxylates: An infrared and theoretical study
Source: HETEROCYCLIC COMMUNICATIONS 1999, Vol 5, Iss 2, pp 127-132
Addresses: Perjessy A, Comenius Univ, Fac Nat Sci, Dept Organ Chem, SK-84215 Bratislava, Slovakia.
Comenius Univ, Fac Nat Sci, Dept Organ Chem, SK-84215 Bratislava, Slovakia.
Comenius Univ, Fac Nat Sci, Inst Chem, SK-84215 Bratislava, Slovakia.
Univ Halle Wittenberg, Inst Organ Chem, D-06099 Halle, Germany.
Univ Halle Wittenberg, Inst Chem Phys, D-06099 Halle, Germany.
KeywordsPlus: SPECTRA
Abstract: Nineteen ethyl 2-aroyl- (1a-1h) and ethyl 2-arylcarbamoyl-4, 5-dimethyl-1, 2, 3, 6-tetrahydropyridazine-1-carboxylates (2a - 2k) were synthesized and their FTIR spectra in CCl4 and CHCl3 were measured in the regions of C=O, C=C and N-H stretching vibrations. The wave numbers of the C=O and N-H stretching vibrations as well as the integrated intensities of the N-H stretching absorption bands exhibit significant linear correlations with Hammett sigma substituent constants. In the series 2 the substitue