Reductive cyclization Baeyer-Jackson indole synthesis

The Baeyer-Jackson Indole Synthesis and Miscellaneous Reductive Cyclization Indole Syntheses... 

The leading figure in the discovery and early chemistry of indole is Adolf Baeyer, who first synthesized indole by heating oxindole with zinc powder [1] and by reducing 2,3-dichloroindole with zinc/KOH [2], For an excellent review of the early indole chemistry, see Sumpter and Miller [3], Given Baeyer s seminal history with indole, it was fitting that he and Jackson discovered in 1880 the first practical synthesis of indoles the Baeyer-Jackson indole synthesis (Scheme 1, equation 1) [4, 5], which entails the reductive cyclization of o-nitrobenzyl carbonyl compounds. Since 1880, this simple indolization has been used extensively, as seen both in this chapter and in previous chapters. Scheme 1 includes some additional early indole syntheses of this type (equations 2-4) [6-8]. For a discussion of the early syntheses of indoloindoles (cf. equation 4), see Samsoniya and Trapaidze [9]. 

---

See also in sourсe #XX -- [ ]

---