By Alan R. Katritzky
(from preface)Volume fifty one of Advancesconsists of 3 chapters, V. V. Mezheritskii and V. V. Tkachenko (Rostov-on-Don, U.S.S.R.) overview the synthesis of peri-annelated heterocycles, a wide and fascinating classification which has now not formerly been handled in a scientific type. R. M. Acheson (Oxford, U.K.) presents the 1st certain survey of l-hydroxypyrroles and their benzo derivatives, compounds which convey an engaging and weird chemistry. eventually, B. A. Trofimov (Irkutsk, U.S.S.R.) describes the mini-fold preparative chance for pyrroles from ketoximes and acetylenes, a response found by way of Trofimov and built through him right into a most crucial access into pyrrole chemistry.Volume fifty one must have been an ''Index Volume,'' and certainly the indices have been already in a sophisticated degree, while critical affliction within the indexer's rapid relations avoided their inclusion during this quantity. they're going to look in a later quantity.
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Extra info for Advances in Heterocyclic Chemistry, Vol. 51
The analogous cyclization is characteristic also of 2,3dihydroindole derivatives (189+ 190)(60CB2029). PhCON Wcogt ($ PhCON l)H~/Ni-Ren. @Z“H 2) E t O H / H + PhCON C02E t C02H C02Et 0 NaH’TfiF- (189) crso) The initial indole derivatives 185 and 187 are synthesized from orrhonitrotoluenes 191 (57CB 1980; 60CB2024; 79JOC4003). Indolylcarboxylic O2N &RH3 \ (191) (185) (f~k0)~CHNMe2 * O M N h 2 I (1071 A acid 185 is obtained also by the Fischer reaction from the precusor 193 36 V. V. MEZHERITSKII AND V .
An idea similar to the previous reaction was applied to the synthesis of 2-functional-substituted naphtho[bc]pyrans 287 from perihydroxynaphthaldehydes 286 and a-halogenomethylene-active comY HO CHO R L (286) J (287 1 Y= N 0 2 , COR', C02R'. CONH2 pounds in the presence of bases (88JHC539). One more variant of the attachment of a pyran ring includes 0-oxomethylation and 0carboxymethylationof 2-substituted 1-naphtholsfollowed by intramolecular C-alkylation or C-acylation to give naphtho[bc]pyrans 289 and naphtho[bc]pyran-3-ones 290 (63HCA415,63JCS2907;67MI 1).
PhCON Wcogt ($ PhCON l)H~/Ni-Ren. @Z“H 2) E t O H / H + PhCON C02E t C02H C02Et 0 NaH’TfiF- (189) crso) The initial indole derivatives 185 and 187 are synthesized from orrhonitrotoluenes 191 (57CB 1980; 60CB2024; 79JOC4003). Indolylcarboxylic O2N &RH3 \ (191) (185) (f~k0)~CHNMe2 * O M N h 2 I (1071 A acid 185 is obtained also by the Fischer reaction from the precusor 193 36 V. V. MEZHERITSKII AND V . V. TKACHENKO [Sec. B synthesized on the basis of 3-amino-4-chlorobenzoic acid 192 [72 JCS(P1)1121;8OJOC4236].
Advances in Heterocyclic Chemistry, Vol. 51 by Alan R. Katritzky