Total Synthesis of (±)-Deethylibophyllidine:  Studies of a Fischer Indolization Route and a Successful Approach via a Pummerer Rearrangement/Thionium Ion-Mediated Indole Cyclization

1996 ◽  
Vol 61 (20) ◽  
pp. 7106-7115 ◽  
Author(s):  
Josep Bonjoch ◽  
Juanlo Catena ◽  
Nativitat Valls
Keyword(s):  
Total Synthesis ◽  
Fischer Indolization ◽  
Successful Approach

scholarly journals A Fischer Indolization Strategy toward the Total Synthesis of (–)-Goniomitine

Heterocycles ◽  
2017 ◽  
Vol 95 (2) ◽  
pp. 1245 ◽  
Author(s):  
Brian M. Stoltz ◽  
Beau P. Pritchett ◽  
Jun Kikuchi ◽  
Yoshitaka Numajiri
Keyword(s):  
Total Synthesis ◽  
Fischer Indolization

The improved synthesis of 7-oxygenated indoles by Fischer indolization and its application to the first total synthesis of eudistomidin-A

1989 ◽  
Vol 30 (16) ◽  
pp. 2099-2100 ◽  
Author(s):  
Yasuoki Murakami ◽  
Hiroyuki Takahashi ◽  
Yoshie Nakazawa ◽  
Michie Koshimizu ◽  
Toshiko Watanabe ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Fischer Indolization

ortho and remote metalation – cross coupling strategies. Total synthesis of the naturally occurring fluorenone dengibsinin and the azafluoranthene alkaloid imeluteine

1994 ◽  
Vol 72 (1) ◽  
pp. 227-236 ◽  
Author(s):  
J. -m. Fu ◽  
B. -p. Zhao ◽  
M. J. Sharp ◽  
V. Snieckus
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Dimethyl Ether ◽  
Cross Coupling ◽  
Naturally Occurring ◽  
Ortho Metalation ◽  
Coupling Approach ◽  
Successful Approach ◽  
Coupling Strategies

The total synthesis of the naturally occurring fluorenone, dengibsinin (7a), and the azafluoranthene alkaloid, imeluteine (30e), is described. Using combined ortho metalation – cross coupling sequences that terminate in Friedel–Crafts (18b → 6d) and remote metalation (21a,b → 6c,d) reactions, the synthesis of fluorenone dimethyl ethers 6c and 6d is reported. 6c and 6d were shown not to be identical to dengibsinin dimethyl ether and dengibsin dimethyl ether, respectively, derived from the natural products. This work, together with synthetic and structural evidence from Sargent and Talapatra, led to the reassignment of structures for dengibsinin (7a) and dengibsin (7b). Using the metalation – cross coupling approach, the synthesis of the reassigned dengibsinin (7a) is presented. Two alternate unsuccessful approaches to imeluteine are briefly described (31 + 32 and 33 + 34). The successful approach incorporates the remote metalation – double cyclization, 43 → 44, as the key step.

A diversity-oriented approach to indolocarbazoles via Fischer indolization and olefin metathesis: total synthesis of tjipanazole D and I

2016 ◽  
Vol 14 (41) ◽  
pp. 9868-9873 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Mohammad Saifuddin ◽  
Vikas R. Aswar
Keyword(s):  
Total Synthesis ◽  
Tartaric Acid ◽  
Olefin Metathesis ◽  
Fischer Indolization ◽  
Dimethyl Urea ◽  
Green Conditions ◽  
Oriented Approach

New synthetic strategies to indolocarbazoles have been reported via two-fold Fischer indolization under green conditions using l-(+)-tartaric acid and N,N-dimethyl urea.

ChemInform Abstract: The Improved Synthesis of 7-Oxygenated Indoles by Fischer Indolization and Its Application to the First Total Synthesis of Eudistomidin-A.

ChemInform ◽  
1989 ◽  
Vol 20 (48) ◽  
Author(s):  
Y. MURAKAMI ◽  
H. TAKAHASHI ◽  
Y. NAKAZAWA ◽  
M. KOSHIMIZU ◽  
T. WATANABE ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Fischer Indolization
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