Addition of Phthalimidonitrene to Substituted Indoles

h e a d d i t i o n of phthalimidonitrene t o N-phenylsulphonylindole was t r e a t e d w i t h methanolic potassium hydroxide t o g i v e desulphonated i n d o l e and quinazoline.The a z i r i d i n e 2 and g derived from phthalimidonitrene and 2-methylindole o r 2-phenylindole were t r e a t e d with dimsyl anion t o g i v e 2-methylquinazoline and 2-phenylquinazoline.However the n i t r e n e adducts 2 and Ze derived from 1,2,3,4-tetrahydrocarbazole and 1-oxo-1.2.3.4-t e t r a h y d r o c a r b a z o l e a f f o r d carbazole and 1-hydroxycarbazole under s i m i l a r conditions.Hydrazinolysis of t h e n i t r e n e adducts 2a. 2, 5, d and 5 regenerated t h e parent indole.-