Successfully reported this slideshow.
We use your LinkedIn profile and activity data to personalize ads and to show you more relevant ads. You can change your ad preferences anytime.

UGI Reaction & Brook rearrangement

It includes the UGI reaction & Brook rearrangement.
mechanism & application also included that presentation.
student will be helpful for easilly available this reaction.

  • Be the first to comment

UGI Reaction & Brook rearrangement

  1. 1. SCHOOL OF PHARMACY, SRTMU NANDED Presented By :- Guided By Madhav D Zade Dr. S.R.Butle
  2. 2. UGI REACTION  -discovered by Ivank Ugi in 1968  -formed peptide bonding formation  -used four compound &no catalyst used  -interconversion atomic reaction  -condensation reaction
  3. 3. General Reaction * H O CH3 NH2 CH3NC CH3COOH CH3 C O N NHCH3CH3 CH3 O Aldehyde amine isocynide acid peptide bonding H O CH3 NH2 CH3NC CH3COOH CH3 C O N NHCH3CH3 CH3 O Aldehyde amine isocynide acid peptide bonding
  4. 4. MECHANISM-------  -firstly aldehyde react with amine & formed intermediate-I by removal of water molecule.  -second step react above compound isocynide and formed intermediate-II  -these intermediate react with acid and formed peptide bonding and also called UGI Reaction.
  5. 5. O acetaldehyde H2N methyl amine N H2 O H NHO acetaldehyde H H CH3 HN CH3 C H NH CH3 CH3 H C NH CH3 CH3 N C CH3 CH N C N CH3 CH3 H O HO acetic acid CH3 C H H N CH3 O C N (Z) CH3 CH3 H O H3C C H C N N C CH3 CH3 H CH3 OH O H3C H N C H C N C CH3 O OCH3CH3 peptide bonding formation
  6. 6. BROOK REARRANGEMENT  -Discovered by Adrien Brook in 1974  -pseudo forest order reaction.  - retention of stereochemistry
  7. 7. MECHANISM----  Rearrangement of α-silyl oxy-anion to car anion via reversible process involving pentad-coordinate silicon intermediate or [1,2]-silly migration.
  8. 8. General Reaction Mechanism :- CH3 C SiH3 OH CH3 CH3 Li CH3 Li O CH3 SiH3 CH3 SiH3 O CH3 H Base CH3 SiH3 O CH3 CH3 SiH CH3 O H CH3 C O CH3 SiH3 H2O CH3 H O CH3 SiH3 Silyl ether Silane
  9. 9. Application:  -analogue of phosphate brook rearrangement of 1-hydroxy phosphonates has also been reported.  -alkylation of brook rearrangement.  -synthesis of scalaren dye using acyl silane.  -stereospecific & regiospecific synthesis of enol silly ether.  -potential application.

×