04.02.2013 Views

Low-Valent Titanium Induced Carbonyl Coupling Reactions

Low-Valent Titanium Induced Carbonyl Coupling Reactions

Low-Valent Titanium Induced Carbonyl Coupling Reactions

SHOW MORE
SHOW LESS

You also want an ePaper? Increase the reach of your titles

YUMPU automatically turns print PDFs into web optimized ePapers that Google loves.

Amines. Amines are inert towards low-valent titanium and have been added in some reactions<br />

to improve yields[43].<br />

OHC<br />

N<br />

H<br />

23<br />

N<br />

H<br />

CHO<br />

TiCl 3/Zn<br />

3%<br />

Ether. All types of ethers are compatible to low-valent titanium. THF, DME and benzyl<br />

ethers[44] are used as solvents in these reactions without any reported adverse effects. Even<br />

silyl ethers are compatible[45].<br />

Halides. Halides substituted on aromatic nucleus appear to be compatible as illustrated by this<br />

example[46].<br />

Br<br />

CH 3<br />

O<br />

TiCl 3/Li<br />

25 26<br />

Br<br />

Sulfide. Not many cases have been reported and no problems were encountered with the<br />

following example[47].<br />

O<br />

27<br />

S<br />

O<br />

TiCl 4/Zn<br />

N<br />

H<br />

H<br />

N<br />

CH 3<br />

24<br />

CH 3<br />

N<br />

H<br />

H<br />

N<br />

S<br />

28<br />

Br<br />

67 %<br />

17

Hooray! Your file is uploaded and ready to be published.

Saved successfully!

Ooh no, something went wrong!