2.
For TWO of the following sections (i)-(iii) work out the structure of the
unknown product. In each case draw key intermediates to justify your answer
(mechanisms are not required).
H2S
(i)
C
H+ cat.
(ii)
C11H14S
O
+
2 eq.
pH 8.5
O
1 eq.
D
H
Ph
NH3
C17H19NO2
(iii)
O
O
+
O
H+ cat.
E
C14H23NO2
NH2
(2 5 marks)
For TWO of the following sections (i)-(iii) work out the structure of the
unknown product. In each case draw key intermediates to justify your answer
(mechanisms are not required).
H2S
(i)
H+ cat.
SH O
(ii)
2 eq.
Ph
Ph
1 eq.
H
Ph
pH 8.5
O
+
OH
NH3
Ph
N
H
Ph
+
H2N
N
HO H
O H2N
(iii)
O
O
H+ cat.
+
O
N
H
NH2
O
O
N
O
OH
O
O
O
N
H
O
N
H