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Tetrahedron Letters

Volumn 26, Issue 4, 1985, Pages 523-526

A palladium-promoted route to 3-alkyl-4-(1-alkynyl)-hexa-1,5-dyn-3-enes and/or 1,3-diynes

(3) Rossi, Renzo a Carpita, Adriano a Bigelli, Clara a

a UNIVERSITY OF PISA (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000175508 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)61928-7 Document Type: Article

Times cited : (201)

References (19)

1
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- Sonogashira¹ Tohda² Hagihara³

2
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- (1982) Tetrahedron , vol.38 , pp. 631
- Rossi¹ Carpita² Quirici³ Gaudenzi⁴

3
- 84993855494
- A Convenient Synthesis of Ethynyl-N-heteroarenes
- (1981) Synthesis , pp. 364
- Ames¹ Bull² Takundwa³

4
- 0002097515
- Modification de la position 8 des purines nucleosides et de l'adenosine monophosphate cyclique-3′,5′. Reactions de couplage catalytique des organo-magnesiens avec les bromo-8 purines ribosides et bromo-8 adenosine monophosphate cyclique-3′,5′ silyles en presence de dichloro-bis-triphenylphosphine palladium
- (1979) Tetrahedron Letters , pp. 3159
- Cong-Danh¹ Beaucourt² Pichat³

5
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- (1981) J. Org. Chem. , vol.46 , pp. 2280
- Austin¹ Bilow² Kelloghan³ Lau⁴

6
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- J. Miyamoto, P.C. Kearney, Pergamon Press
- (1983) Pesticide Chemistry, Human Welfare and the Environment , vol.1 , pp. 129
- Rossi¹ Carpita² Piccardi³

7
- 84988204469
- One-Pot Palladium-Catalysed Synthesis of Diarylalkynes
- (1984) Synthesis , pp. 571
- Carpita¹ Lezzi² Rossi³

8
- 0020684482
- (1983) Tetrahedron , vol.39 , pp. 287
- Rossi¹ Carpita²

9
- 84918406372
- i, R. Rossi, A. Carpita and A. Lezzi, Tetrahedron, in press

10
- 84918406371
- l, A. Carpita, A. Lezzi, F. Marchetti, S. Merlino, and R. Rossi, Tetrahedron, accepted for publication.

11
- 84918406370
- i, R. Rossi, A. Carpita and A. Lezzi, Tetrahedron, in press

12
- 84970588777
- For previous syntheses of symmetrically disubstituted 1,3-diynes see:
- (1870) Ann. , vol.154 , pp. 137
- Glaser¹

13
- 84918406369
- b, U. Niedballa, in “Methoden der Organischen Chemie”, Band 5, Teil 2a, G. Thieme Verlag-Stuttgart, pp. 914-962;

14
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- (1956) Chem. Ind. , pp. 737
- Sargent¹ Bowden² Heilbron³ Gailbraith⁴

15
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- (1983) Organometallics , vol.2 , pp. 801
- Galamb¹ Gopal² Alper³

16
- 84918406367
- 13C NMR, and mass spectra. All known compounds had physical properties very similar to those reported in the literature.

17
- 84918406366
- The reactions carried out on aliphatic 1-alkynes were rather exothemic and in general faster than those carried out under similar conditions on aromatic 1-alkynes. When such reactions were performed using phenacyl bromide instead of chloroacetone, the reaction mixture after hydrolysis contained acetophenone.

18
- 84918406365
- 2, to afford the corresponding alkane 5.

19
- 84918406364
- max (ε). 303 (2368), 292 (24914), 285 (23357), 275 (16505), 250 (5974), 236 (6602), 227 nm (6726).

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