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Tetrahedron Letters

Volumn 13, Issue 52, 1972, Pages 5277-5280

Electrophilic substitution in indoles: direct attack at the 2-position of 3-alkylindoles

(3) Casnati, G a Dossena, A a Pochini, A a

a UNIVERSITY OF PARMA (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000694090 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(01)85229-1 Document Type: Article

Times cited : (45)

References (20)

1
- 0004215782
- Academic Press, New York
- (1970) The Chemistry of Indoles , pp. 19
- Sundberg¹

2
- 0004215782
- Academic Press, New York
- (1970) The Chemistry of Indoles , pp. 78
- Sundberg¹

3
- 84918225005
- Sez. 2
- (1969) Ateneo Parmense , vol.5 , Issue.3 , pp. 9
- Pochini¹

4
- 0001222278
- (1968) Tetrahedron , vol.24 , pp. 2227
- Jackson¹ Smith²

5
- 84918225004
- All structures are based on analytical, mass spectra, n.m.r., i.r., and u.v. data.

6
- 84918225003
- In all cases isomeric 2,3-dialkylindoles have been prepared with unambiguous sintheses and compared with the products obtained by rearrangement; for alkenyl-indoles comparison has been made with hydrogenated derivatives.

7
- 84918225002
- In general, indolenines (I) rather than rearrangement products (II) are obtained from 3-alkylindole magnesium halides. However, the non-rearrangement of indolenines in the reaction medium remains an unsolved problem.

8
- 84918225001
- + acts as Friedel-Crafts catalyst located on a pole of the ion pair:
- (1967) Chimica e Industria , vol.49 , pp. 6119
- Cardillo¹ Casnati² Pochini³

9
- 0040310228
- (1968) Tetrahedron , vol.24 , pp. 6119
- Jackson¹ Naidoo² Smith³

10
- 0003456020
- Elsevier, Amsterdam
- (1965) Electrophilic Substitution in Benzenoid Compounds , pp. 282
- Norman¹ Taylor²

11
- 0001113283
- (1971) Acad. Chem. Res. , vol.4 , pp. 240
- Olah¹

12
- 0005278662
- See for example
- (1966) J. Am. Chem. Soc. , vol.88 , pp. 5397
- Alger¹ Grant² Paul³

13
- 84918225000
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 1796
- Hehre¹ Radom² Pople³

14
- 0000164347
- (1970) J. Am. Chem. Soc. , vol.35 , pp. 996
- Parker¹ Roberts²

15
- 0003456020
- For benzenoid compounds, Elsevier, Amsterdam
- (1965) Electrophilic Substitution in Benzenoid Compounds , pp. 282
- Norman¹ Taylor²

16
- 37049134288
- Reactivity of indoles in electrophilic substitution
- For indole compounds:
- (1972) Journal of the Chemical Society, Chemical Communications , pp. 427
- Clementi¹ Linda² Marino³

17
- 0000661417
- (1964) J. Am. Chem. Soc. , vol.86 , pp. 3796
- Hinman¹ Lang²

18
- 37049123031
- In contrast, the reactivity order is in agreement with the relative stability of the charge-transfer complexes:, (B)
- (1966) J. Chem. Soc. , pp. 926
- Foster¹ Fyfe²

19
- 84917994256
- (1972) C. R. Acad. Sci. Ser. C. , vol.274 , pp. 813
- Sabourault¹ Bourdais²

20
- 84918240018
- See for example, A.R. Katritzky, A.J. Boulton, Academic Press, New York
- (1971) Advances in Heterocyclic Chemistry , vol.13 , pp. 311
- Marino¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.