SYNTHESIS WITH

Storhoff J J and Mirkin C A 1999 Programmed materials synthesis with DNA Chem. Rev. 99 1849... 

Asaronealdehyde (2,4,5-trimethoxy-benzaldehyde) can be produced in the following way Methylate resorcinol. Product is 1,3-di-MeO-benzene. Do a Vilsmeyer aldehyde synthesis with POCI3/N-methylformanilide to obtain 2,4-di-MeO-benzaldehyde. Brominate and treat as described above to obtain asaronaldehyde. 

Carboxyl and nitrile groups are usually introduced in synthesis with commercial carboxylic acid derivatives, nitriles, or cyanide anion. Carbanions can be carboxylated with carbon dioxide (H.F. Ebel, 1970) or dialkyl carbonate (J. Schmidlin, 1957). 

J. Tsuji. Organic Synthesis with Palladium Compounds, Springer. Berlin. 1980. 

B. Cormels, in J. Ealbe, ed., Neir Synthesis with Carbon Monoxide, Springer-Vedag, New York, 1980, p. 1—225. 

Table 2. Friedel-Crafts Ketone Synthesis with Fluorobenzene ...

H. L. Holland, Organic Synthesis with Oxidative Ensymes, VCH Pubhshers, New York, 1992. 

Other useful references are R. E. Heck, Palladium Reagents in Organic Synthesis Academic Press, New York, 1985, and J. Tsuji, Organic Synthesis with Palladium Compounds, Sptinger-Vedag, New York, 1980. 

In many instances, beginning a synthesis with quinoline N-oxide [1613-37-2] faciHtates the preparation of difficult compounds. Quinoline is converted to the N-oxide using hydrogen peroxide in acetic acid, and later reduced to the substituted quinoline. Warm mixed acid gives 4-rutroquinoline... 

Both 5-hydroxyquiQoline [578-67-6] and S-hydroxyquiaoline [148-24-3] have been prepared ia good yields by the acid hydrolysis of the appropriate aminoquiaoline at temperatures of 180—235°C (124). The latter compound has been prepared ia several different ways, including sulfonation-fusion of quiaoline. Hydrolysis of 8-chloroquinoline [611-33-6] gives a 93% yield, whereas 80% is obtained ia a modified Skraup synthesis with o-aminophenol (125,126). 

A. Murray and D. WiUiams, Organic Synthesis With Isotopes, Interscience PubHshers, New York, 1958. 

In view of the well-documented inhibition of dihydrofolate reductase by aminopterin (325), methotrexate (326) and related compounds it is generally accepted that this inhibitory effect constitutes the primary metabolic action of folate analogues and results in a block in the conversion of folate and dihydrofolate (DHF) to THF and its derivatives. As a consequence of this block, tissues become deficient in the THF derivatives, and this deficiency has many consequences similar to those resulting from nutritional folate deficiency. The crucial effect, however, is a depression of thymidylate synthesis with a consequent failure in DNA synthesis and arrest of cell division that has lethal results in rapidly proliferating tissues such as intestinal mucosa and bone marrow (B-69MI21604, B-69MI21605). 

Preparation of spirooxaziridines from cyclic ketones poses no problems nor does oxaziridine synthesis from cyclic Schiff bases, which was preferably carried out with pyrro-lines to give, for example (245) (59JCS2102) and, in connection with tranquilizer synthesis, with heterocyclic seven-membered rings to give, for example, (246) (63JOC2459). 

D. Seebach, R. Imwinkelried, and T. Weber, EPC Synthesis With C,C Bond Formation via Acetals and Enimines, in Modern Synthetic Methods 1986, Vol. 4, R. Scheffold, Ed., Springer-Verlag, New York, 1986, p. 125. 

Hall, N. (1994). Chemists Clean Up Synthesis With One-Pot Reactions. Science 266 (7 October), 32-34. 

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