C O M M U N I C A T I O N S
Table 1. Three-Component Coupling Reactions of 1, 2, and 3a
Acknowledgment. This work was supported by a Grant-in-Aid
for Scientific Research on Priority Area (No. 18037024, ‘‘Advanced
Molecular Transformations of Carbon Resources”) from the
Ministry of Education, Culture, Sports, Science and Technology,
Japan.
Supporting Information Available: Experimental procedures and
characterization of new compounds including spectral data. This
org.
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a A THF solution of thioformamides 1 (1 mmol) was treated with
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b
c
The X in 3 is Br unless otherwise noted. The product was purified by
d
acid-base workup. The product was purified by column chromatography.
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The X in 3 is Cl‚LiCl.
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Scheme 2. Reaction of in Situ Generated [LiSMgBr] with Acid
Chlorides
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In summary, the results of the investigation described above
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novel and general method for the synthesis of tertiary amines. Since
the organolithium and Grignard reagents used in this procedure are
readily available,18 this process stands as a highly versatile synthetic
methodology. Moreover, the byproduct [LiSMgBr] formed in these
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