1. Modern Organic synthesis
March 27, 2017
Modern Organic synthesis
Mr. Anand S Burange,
Institute Of Chemical Technology,
Matunga , Mumbai
NET/SET Guidance Lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

2. March 27, 2017
Sir, Robert Boyle ; First man who independently started working in scientific field of chemicals now termed as Chemistry.
In 1828, when F. Wohler accidently got urea in the laboratory, from that day Organic Chemistry came into an existence
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai
NET/SET Guidance Lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

3. What is a chemical reaction?
March 27, 2017
What is a chemical reaction?
Chemical reaction is an effective interaction between two or more molecules/atoms /ions leading to the formation of new compound(s).
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai
NET/SET Guidance Lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

4. March 27, 2017
Synthesis
Organic synthesis is a construction of complex organic compounds by a series of chemical reactions.
There are two main areas of research in the field of organic synthesis, namely total synthesis and methodology.
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai
NET/SET Guidance Lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

5. Three main keys in organic synthesis
March 27, 2017
Three main keys in organic synthesis
Functional group
interconversions
Asymmetric Synthesis
Disconnection
approach
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai
NET/SET Guidance Lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

6. Functional group Interconversions
March 27, 2017
Functional group Interconversions
(CH3 )2S+CH2- (DMSO,NaH,Me3S+ )
NaBH4/ EtOH
Zn-Hg/ HCl OR N2H4 / KOH
SeO2
(a) NaBH4/ EtOH (b) H+ /Heat
NaOH
LDA, PhSeBr/H2O2
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai
NET/SET Guidance Lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

7. NaOH (Cannizaro) OR H- donor reductant
K2Cr2O7/H+ OR KMnO4/H+
iii. CH2N2 OR (a) KMnO4/H+ (b) 2eq. MeLi
(a) KMnO4/H+ (b) SOCl2 (c) EtMgBr
RhCl(Pph3)3 : Wilkinson’s catalyst
NaCN/EtOH
vii. Conc. HNO3/Conc. H2SO4
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

8. m-CPBA (Bartlett Mechanism)
CH2I2, Zn(Cu)/ Et2O
m-CPBA (Bartlett Mechanism)
iii. SeO2
iv. (a) SeO2 (b) MnO2
(a) SeO2 (b) MnO2 (c) -CH2 –SOMe2
(a) SeO2 (b) MnO2 (c)H2O2/OH-
vii. (a) HBr (b) Mg /Dry ether (C) Ph-CHO
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

9. iii. (a) Cl-CH2-COOEt/Me3CONa (b) H3O+ OR Ph3P=CH-OMe
m-CPBA
CH2N2
iii. (a) Cl-CH2-COOEt/Me3CONa
(b) H3O+ OR Ph3P=CH-OMe
iv. (a)Mg-Hg/ TiCl4 (b) H2O
(a) H2N-OH (b) H+
(a)Pyrrolidine/TsOH (b) CO (OEt)2
vii. Ph3P=CH2
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

10. Some Functional group Interconversions for practice
i. 9-BBN
ii. Ethanolamine
i. Cl-PO(OEt)2/NaH
ii. NaNH2/NH3 (Via Benzyne)
i. Hg(OAc)2 /H2O
ii. NaBH4/ OH-
i. B2H6/ solvent
ii. H2O2/ OH-
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

11. I2/AgOAc (dry) OR (a)m-CPBA (b) Hydrolysis
Asymmetric Synthesis
Alkene dihydroxylation
OsO4 OR KMnO4
I2/AgOAc (dry) OR (a)m-CPBA (b) Hydrolysis
Reduction
Luche’s Reduction
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

12. Stereospecific cycloaddition reactions
[4+2] cycloaddition reactions takes place in presence of heat
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

13. Epoxidation i. NBS m-CPBA ii. OH-
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

14. !!ANTI PERIPLANAR RELATIONSHIP!!
GETTING SLEEPY
NOW IT’S TIME TO MOVE YOUR HEAD UP & DOWN
!!ANTI PERIPLANAR RELATIONSHIP!!
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

15. DON’T GET FRUSTRATED!!!
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

16. Terms involved Disconnection approach Target Molecule (TM)
Retrosynthesis – thinking backwards from relatively complex molecules to simpler ones – the disconnection approach originated by E.J. Corey (Nobel Prize 1990)
Terms involved
Target Molecule (TM)
The compound we wish to prepare
Retrosynthetic Analysis 
The process of WORKING BACKWARDS from the TM in order to devise a suitable synthetic route.
Readily Available Starting Materials (RASM) 
cheap, commercially available compounds.
Synthon 
An idealised fragment, usually a cation or anion, resulting from a disconnection.
Synthetic Equivalent
The actual compounds used to function as synthons.
Functional Group Interconversion (FGI)
The process of writing one functional group for another to help synthetic planning and to help disconnection.  

17. Chemical Equivalents (C.E.)

18. TM (Target Molecule)
NET/SET guidance lecture under UGC merged scheme at Patkar College, Goregaon, Mumbai

19. Thank You