CHEM 3270 – TUTORIAL # 1 – HETEROCYCLIC CHEMISTRY

FOR DISCUSSION IN TUTORIALS – (TWO WEEKS) BEGINNING ON MONDAY 28th

JANUARY, 2019.

THIS TUTORIAL IS NOT FOR SUBMISSION BUT STUDENTS MUST WALK WITH
THEIR ATTEMPTS FOR THE IN CLASS DISCUSSION.
FOR WEEK 1 :– QUESTIONS 1 – 3.
FOR WEEK 2 :– QUESTION 4

(1) (i) Account for the following observation:

(ii) Thus, provide a mechanism for the following transformation:

(2) List the ketone and amine pair that can be used as starting material
for the synthesis of the pyrrole ring of Compound 1
(3) Consider the Hantzsch synthesis of the compound 2. Deduce the
starting materials which would be required and write a detailed
mechanism for the formation of 2.

(4) Provide a suitable mechanism for the following reactions

(i)

(ii)

(iii)

DR. C. BENJAMIN.