Synthesis of 2,3-Disubstituted 5-Iodo-1H -Pyrrolo[2,3-b ]pyridines via Fischer Cyclization

2017 ◽  
Vol 54 (5) ◽  
pp. 2656-2663 ◽  
Author(s):  
Roman S. Alekseyev ◽  
Sabina S. Amirova ◽  
Vladimir I. Terenin
Keyword(s):  
Fischer Cyclization

ChemInform Abstract: Preparation of 2,3-Disubstituted 5-Bromo-1H-pyrrolo[2,3-b]pyridine Framework by Fischer Cyclization.

ChemInform ◽  
2016 ◽  
Vol 47 (8) ◽  
pp. no-no
Author(s):  
Roman S. Alekseyev ◽  
Sabina R. Amirova ◽  
Vladimir I. Terenin
Keyword(s):  
Fischer Cyclization

Study of the Fischer cyclization of diarylhydrazones and related secondary hydrazones I. Relative orienting capacity of the p-methyl and p-methoxy groups of diarylhydrazines

1975 ◽  
Vol 11 (10) ◽  
pp. 1156-1161
Author(s):  
V. A. Zagorevskii ◽  
N. F. Kucherova ◽  
N. M. Sharkova ◽  
T. I. Ivanova ◽  
S. M. Klyuev
Keyword(s):  
Fischer Cyclization ◽  
Methoxy Groups

TRYPTAMINES, CARBOLINES, AND RELATED COMPOUNDS: PART X. AN ALTERNATIVE SYNTHESIS, AND THE NITRATION, OF δ-CARBOLINE

1962 ◽  
Vol 40 (5) ◽  
pp. 864-869 ◽  
Author(s):  
R. A. Abramovitch ◽  
K. A. H. Adams
Keyword(s):  
Dipole Moment ◽  
Molecular Orbital ◽  
Good Yield ◽  
Molecular Orbital Calculations ◽  
Alternative Synthesis ◽  
Fischer Cyclization ◽  
Nitro Derivatives ◽  
Related Compounds ◽  
Predominant Product

δ-Carboline, together with β-carboline, has been synthesized in reasonably good yield by the Fischer cyclization of cyclohexanone 3-pyridylhydrazone followed by dehydrogenation of the separated tetrahydro derivatives. The isomer ratios of products formed in this and similar reactions are discussed. Nitration of δ-carboline gives a mixture of the 6- and 8-nitro derivatives, the latter being the predominant product. The magnitude of the dipole moment of δ-carboline is appreciably higher than that predicted from molecular orbital calculations (15).

Fischer cyclization of 5-substituted pyrid-2-yl-hydrazones of cyclohexanone

1970 ◽  
Vol 6 (2) ◽  
pp. 170-174 ◽  
Author(s):  
L. N. Yakhontov ◽  
E. V. Pronina ◽  
M. V. Rubtsov
Keyword(s):  
Fischer Cyclization

A modified double Fischer cyclization of diarylhydrazones to prepare indolo[3,2-b]-carbazoles

2012 ◽  
Vol 57 (7) ◽  
pp. 510-513
Author(s):  
FangGao CHANG ◽  
RuiPing QIN ◽  
YuRong JIANG
Keyword(s):  
Fischer Cyclization

ChemInform Abstract: Synthesis of Indole Phosphonates by Fischer-Cyclization.

1986 ◽  
Vol 17 (2) ◽  
Author(s):  
J.-P. HAELTERS ◽  
B. CORBEL ◽  
G. STURTZ
Keyword(s):  
Fischer Cyclization

TRYPTAMINES, CARBOLINES, AND RELATED COMPOUNDS: PART VI. STEREOCHEMISTRY OF THE MICHAEL ADDITION OF ETHYL MALONATE TO 1-CYCLOHEXENE CYANIDE

1960 ◽  
Vol 38 (4) ◽  
pp. 557-566 ◽  
Author(s):  
R. A. Abramovitch ◽  
J. M. Muchowski
Keyword(s):  
Michael Addition ◽  
Diethyl Malonate ◽  
Aminomethyl Derivative ◽  
Fischer Cyclization ◽  
Ethyl Malonate ◽  
Cis And Trans ◽  
Related Compounds ◽  
The Michael Addition

The Michael addition of diethyl malonate to 1-cyclohexene cyanide has been shown to give a mixture of the cis- and trans-diethyl 2-cyanocyclohexylmalonates in 72% and 28% yields respectively. The stereochemistry of the products was established by their unambiguous conversion to the respective cis- and trans-decahydroisoquinolines. Hydrogenation of a cyclohexane cyanide to the corresponding aminomethyl derivative takes place with retention of configuration. A number of substituted decahydroisoquinolines of known stereochemistry have been prepared. Decahydro-3,4-dioxoisoquinoline-4-phenylhydrazone underwent Fischer cyclization to a product assumed to be 2-oxo-octahydroindolo[2,3-d]isoquinoline indicating that the observation that 4-methyl-2,3-dioxopiperidine-3-phenylhydrazone did not undergo cyclization is not general for such 4-substituted piperidones.

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