Long term tentative projection for Pokémon franchise

Notes:

1. All generations that a remake happens is tentatively considered another timeline reboot.
2. Remakes are considered to occur within the year gap the last remake occurred from its original, but plus two years. So, 8(FR/LG),10(HGSS), 12(ORAS), 14(DPPt), 16(BW), 18(XY), 20(SM)... 
3. Each generation is expected to last only three years.
4. Every two generations is tentatively considered another console upgrade.
5. Non-remake games are expected to happen two years after, whereas remakes are expected to happen the year after a new generation is release, unless they are expected to happen due to rule 2.

Generation VII:
2018: Next Alolan game

Generation 8: --console upgrade--
2019: New generation
2020: DPPt remakes

Generation 9:
2022: New generation
2024: New generation's next game.

Generation 10: --console upgrade--
2025: New generation
2026: Gen V remakes (30th anniversary)

Generation 11:
2028: New generation
2030: New generation's next game.

Generation 12: --console upgrade--
2031: New generation
2032: XY remakes (Normally overlaps with the new generation, shifted by one year to get here.)

Generation 13:
2034: New generation
2036: SM remakes. (40th anniversary)

Generation 14: --console upgrade--
2037: New generation
2039: New generation's next game.

Generation 15:
2040: New generation
2041: Gen 9 remakes.

Generation 16: --console upgrade--
2043: New generation
2045: New generation's next game.

Generation 17:
2046: New generation (50th anniversary)
2047: Gen 10 remakes

Additional notes:

1. It seems these rules create the pattern of "remake and standalone" generations.
2. This pattern, if we follow the rule 2, seems unbreakable, as the gap between remakes never exceed 5 years. The only time this doesn't occur is Gen 12-13, which should be considered suspect, as a delay in this period can shift the entire schedule by a few years.
3. "Next game" is widely considered to be a sequel of sorts, but it doesn't have to be that way. It can also be an out of order remake, or a standalone mini-generation. Sadly, the only frameworks we have now are third versions and sequels.

 Other major anniversaries, for VC rereleases/GO generations:

1. 2019: 20th anniversary of Gold and Silver.Edit (16.12.2017): As of this date, GSC Pokémon has been released on GO, and Crystal will have been released on VC in January 2018.
2. 2022: 20th anniversary of Ruby and Sapphire.
3. 2026: 20th anniversary of Diamond and Pearl.
4. 2030: 20th anniversary of Black and White.
5. 2033: 20th anniversary of X and Y. (expected to delay)
6. 2036: 20th anniversary of Sun and Moon.

Other important benchmarks:

1. Generation 10: Hypothetical point for 1000 species, and 1000 indexed moves(different versions of Z-moves are considered separate moves)
2. Generation 14: Hypothetical point for 500 abilities.
3. Generation 11: Hypothetical point when one can make a team composed of gimmicks of generation(Mega Stones, Z-Crystals and their future successors.) 
4. Generation 14: Rough hypothetical point where Nintendo consoles are expected to reach current generation (mid-low end) computers.

Generation 18: --console upgrade--
2049: New generation
2051: New generation's next game.
2052: Gen 11 remakes

Generation 19:
2053: New generation
2056: New generation's next game (60th anniversary)

Generation 20: --console upgrade--
2057: New generation.
2058: Gen 12 remakes.

Generation 21
2060: New generation
2061: New generation's next game
2062: Gen 13 remakes

Generation 22: --console upgrade--
2063: New generation
2065: New generation's next game

Generation 23:
2066: New generation (70th anniversary)
2067: Gen 14 remakes.

Generation 24: --console upgrade--
2069: New generation
2071: New generation's next game
2072: Gen 15 remakes

Generation 25:
2073: New generation
2075: New generation's next game

Generation 26: --console upgrade--
2076: New generation (80th anniversary)
2077: Gen 16 remakes

Generation 27:
2078: New generation
2080: New generation's next game

Generation 28: --console upgrade--
2081: New generation.
2082: Gen 17 remakes

Generation 29:
2084: New generation
2086: New generation's next game (90th anniversary)
2087: Gen 18 remakes

Generation 30: --console upgrade--
2088: New generation
2090: New generation's next game

Generation 31:
2091: New generation
2093: Gen 19 remakes

Generation 32:  --console upgrade--
2094: New generation
2096: New generation's next game (100th anniversary)

Generation 33:
2097: New generation
2099: Gen 20 remakes

Generation 34: --console upgrade--
2100: New generation
2102: New generation's next game

Generation 35:
2103: New generation
2104: Gen 21 remakes.

Generation 36:  --console upgrade--
2106: New generation (110th anniversary)
2108: New generation's next game
2109: Gen 22 remakes

Generation 37:
2110: New generation
2112: New generation's next game

Generation 38:  --console upgrade--
2113: New generation
2114: Gen 23 remakes

Generation 39:
2116: New generation (120th anniversary)
2118: New generation's next game
2119: Gen 24 remakes

Generation 40: --console upgrade--
2120: New generation
2122: New generation's next game

Generation 41:
2123: New generation
2125: Gen 25 remakes

Generation 42: --console upgrade--
2126: New generation (130th anniversary)
2128: New generation's next game

Generation 43:
2129: New generation
2130: Gen 26 remakes

Generation 44: --console upgrade--
2132: New generation
2134: Gen 27 remakes

Generation 45:
2135: New generation
2137: New generation's next game (140th anniversary)

Generation 46:  --console upgrade--
2138: New generation
2139: Gen 28 remakes.

Generation 47:
2141: New generation
2143: New generation's next game
2144: Gen 29 remakes.

Generation 48: --console upgrade--
2145: New generation
2147: New generation's next game (150th anniversary)

Generation 49:
2148: New generation
2150: Gen 30 remakes

Generation 50: --console upgrade--
2151: New generation
2153:  New generation's next game
2154: Gen 31 remakes

Generation 51:
2155: New generation
2157: New generation's next game (160th anniversary)
2158: Gen 32 remakes

Generation 52:  --console upgrade--
2159: New generation
2161: New generation's next game

Generation 53:
2162: New generation
2163: Gen 33 remakes

Generation 54: --console upgrade--
2165: New generation
2167: New generation's next game (170th anniversary)
2168: Gen 34 remakes

Generation 55:
2169: New generation
2171: New generation's next game

Generation 56: --console upgrade--
2172: New generation
2173: Gen 35 remakes

Generation 57:
2175: New generation
2177: New generation's next game (180th anniversary)
2178: Gen 36 remakes

Generation 58: --console upgrade--
2179: New generation
2181: New generation's next game.

Generation 59:
2182: New generation
2184: Gen 37 remakes

Generation 60: --console upgrade--
2185: New generation
2187: New generation's next game  (190th anniversary)

Generation 61:
2188: New generation
2189: Gen 38 remakes

Generation 62: --console upgrade--
2191: New generation
2193: New generation's next game
2194: Gen 39 remakes

Generation 63:
2195: New generation
2197: New generation's next game  (200th anniversary)

Generation 64: --console upgrade--
2198: New generation
2200: Generation 40 remakes

Generation 65:
2201: New generation
2203: New generation's next game

Generation 70: --console upgrade--
2204: New generation
2205: Generation 41 remakes

Generation 71:
2207: New generation (210th anniversary)
2209: New generation's next game
2210: Generation 42 remakes

Generation 72: --console upgrade--
2211: New generation
2214: New generation's next game
2215: Generation 43 remakes

Generation 73:
2216: New generation (220th anniversary)
2218: New generation's next game

Generation 74: --console upgrade--
2219: New generation
2220: Generation 44 remakes

Generation 75:
2222: New generation
2224: New generation's next game
2225: Generation 45 remakes

Generation 76: --console upgrade--
2226: New generation (230th anniversary)
2228: New generation's next game.

Generation 77:
2229: New generation
2230: Generation 46 remakes

Generation 78: --console upgrade--
2232: New generation
2234: New generation's next game
2235: Generation 47 remakes

Generation 79:
2236: New generation (240th anniversary)
2238: New generation's next game

Generation 80: --console upgrade--
2239: New generation
2241: Generation 48 remakes

Generation 81:

2242: New generation
2244: New generation's next game

Generation 82: --console upgrade--
2245: New generation
2246: Generation 49 remakes (250th anniversary)

Generation 83:
2248: New generation
2250: New generation's next game
2251: Generation 50 remakes

Generation 84: --console upgrade--
2252: New generation
2254: New generation's next game

Generation 85:

2255: New generation

2257: Generation 51 remakes (260th anniversary)

Generation 86: --console upgrade--

2258: New generation

2260: New generation's next game

Generation 87:

2261: New generation

2263: Generation 52 remakes

Generation 88: --console upgrade--

2264: New generation

2266: New generation's next game (270th anniversary)

Generation 89:
2267: New generation
2268: Generation 53 remakes

Generation 90: --console upgrade--
2270: New generation
2272: New generation's next game
2273: Generation 54 remakes

Generation 91:
2274: New generation
2276: New generation's next game (280th anniversary)

Generation 92: --console upgrade--
2277: New generation
2279: Generation 55 remakes

Generation 93:
2280: New generation
2282: New generation's next game

Generation 94:  --console upgrade--
2283: New generation
2284: Generation 56 remakes

Generation 95:
2286: New generation (290th anniversary)
2288: New generation's next game
2289: Generation 57 remakes

Generation 96:  --console upgrade--
2290: New generation
2292: New generation's next game

Generation 97:
2293: New generation
2295: Generation 58 remakes

Generation 98:  --console upgrade--
2296: New generation (300th anniversary)
2298: New generation's next game

Generation 99:
2299: New generation
2300: Generation 59 remakes

Generation 100: --console upgrade--
2232: New generation
2234: New generation's next game
2305: Generation 60 remakes

Generation 101:
2306: New generation (310th anniversary)
2308: New generation's next game