heterocycles 3

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NH2PhPh Phi, NaNO2/ HCl

ii, NaN3

O

H3C H

NO

H3C

CH3

i, Cl2ii, Et3N

iii.

N

H3C H

OH

NO2

Ph

excess PhNCO

NO

Et

O

CH2Ph

N

Et H

OH

heat

i, NaOCl

ii, Et3N

CH3

NH2

i, NaNO2/HCl

ii, NaN3

O OO

CN

HNNH

Ph CO2Et

EtO2C

O

i, POCl3 ii, Et3N

O

1

2

3

4

5

6

IDENTIFY THE MISSING DIPOLES, DIPOLAROPHILES AND CYCLOADDUCTS

O

Me H

CHO

tBuNHOH

PhNHOH

ON

PhCH2 OCO2Me

OMe

OMe

N

O

H

HCl

H

H

(exo)

(exo)

7

8

9

10

11

12

N

EtO2C H

OHi, NCS

ii, Et3N

O

O

Ph

NNH

Ph

H

heat

NHOH

IDENTIFY THE MISSING DIPOLES, DIPOLAROPHILES AND CYCLOADDUCTS

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