Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Baeyer–Emmerling indole synthesis

From Wikipedia, the free encyclopedia
Baeyer–Emmerling indole synthesis
Named afterAdolf von Baeyer
Adolph Emmerling
Reaction typeRing forming reaction

Baeyer–Emmerling indole synthesis is a method for synthesizingindole from a (substituted)ortho-nitrocinnamic acid andiron powder in strongly basic solution.[1][2] This reaction was discovered byAdolf von Baeyer andAdolph Emmerling in 1869.[3][4]

Baeyer-Emmerling indole synthesis
Baeyer-Emmerling indole synthesis

Reaction mechanism

[edit]

The reaction of iron powder witho-nitrocinnamic acid reduces thenitro group to anitroso. The nitrogen then condenses with a carbon on thealkene chain with loss of a molecule of water to form a ring.Decarboxylation gives indole.

Baeyer-Emmerling indole reaction mechanism
Baeyer-Emmerling indole reaction mechanism

See also

[edit]

References

[edit]
  1. ^Bayer, A.; Emmerling, A. (1869)."Synthese des indoles" [Synthesis of indoles].Berichte der deutschen chemischen Gesellschaft.2 (1):679–682.doi:10.1002/cber.186900201268.
  2. ^Baeyer 5Archived 2007-08-16 at theWayback Machine. Pmf.ukim.edu.mk (1997-07-30). Retrieved on 2014-01-10.
  3. ^Chamberlain, Joseph Scudder (1921).A Textbook of Organic Chemistry. Blakiston. p. 874.
  4. ^Lockyer, Sir Norman (1881)."Indigo and its Artificial Production"(PDF).Nature.24 (610):227–231.Bibcode:1881Natur..24..227H.doi:10.1038/024227c0.S2CID 4100142.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Baeyer–Emmerling_indole_synthesis&oldid=1269519893"
Categories:
Hidden category:

[8]ページ先頭

©2009-2025 Movatter.jp