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Cinnolines and Phthalazines, Supplement II (The Chemistry of by Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor PDF

By Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor

ISBN-10: 047148587X

ISBN-13: 9780471485872

ISBN-10: 0471744115

ISBN-13: 9780471744115

This booklet presents the main complete, present reference at the artificial chemistry of cinnolines and phthalazines. functions to the syntheses of ordinary items and different chiral compounds are defined. quantity sixty four comprises chapters exploring the subsequent topics:
* basic Syntheses of Cinnolines
* Cinnoline, Alklycinnolines, and Arylcinnolines
* Halogenocinnolines
* Oxycinnolines
* Thiocinnolines
* Nitro-, Amino-, and comparable Cinnolines
* Cinnolinecarboxylic Acids and comparable Derivatives
* basic Syntheses of Phthalazines
* Phthalazine, Alklyphthalazines, and Arylphthalazines
* Halogenophthalazines
* Oxyphthalazines
* Thiophthalazines
* Phthalazinecarboxylic Acids and comparable Derivatives
* An Appendix of Tables of straightforward Cinnolines and easy Phthalazines

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Additional info for Cinnolines and Phthalazines, Supplement II (The Chemistry of Heterocyclic Compounds, Volume 64)

Sample text

86,123,cf. 3. FROM A PYRIDAZINE SUBSTRATE This potentially wide area of primary synthesis appears to be represented by only two types in which appropriate pyridazine substrates undergo cyclocondensation with synthones that supply either C6 þ C7 or C6 þ C7 þ C8 of the resulting cinnolines. Examples follow. 4. FROM OTHER HETEROMONOCYCLIC SUBSTRATES The formation of cinnolines from heteromonocyclic systems other than pyridazine is rare. However, at least three such systems have been so used, as illustrated in the following examples.

FROM A PYRIDAZINE SUBSTRATE This potentially wide area of primary synthesis appears to be represented by only two types in which appropriate pyridazine substrates undergo cyclocondensation with synthones that supply either C6 þ C7 or C6 þ C7 þ C8 of the resulting cinnolines. Examples follow. 4. FROM OTHER HETEROMONOCYCLIC SUBSTRATES The formation of cinnolines from heteromonocyclic systems other than pyridazine is rare. However, at least three such systems have been so used, as illustrated in the following examples.

2,cf. 6. FROM HETEROPOLYCYCLIC SUBSTRATES A few heterotri- to heteropentacyclic substrates have been used to prepare cinnolines, but, to date, such procedures are more of interest than utility. The following examples illustrate the processes involved. 702 Ph CO2Et CO2Et CHPhCO2Et CO2Et AcOH CO2Et + N N (194) N H N (195) N N (196) From Heteropolycyclic Substrates 29 Isoxazolo[3,4-c]cinnoline Derivatives as Substrates Isoxazolo[3,4-c]cinnolin-1(3H)-one 5-oxide (197, R ¼ H) or its 3-methyl derivative (197, R ¼ Me) underwent reductive cleavage to give 3-amino- (198, R ¼ H) or 3-methylamino-4-cinnolinecarboxylic acid 1-oxide (198, R ¼ Me), respectively (H2NNH2 Á H2O, EtOH, reflux, ?

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Cinnolines and Phthalazines, Supplement II (The Chemistry of Heterocyclic Compounds, Volume 64) by Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor


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